Stevanović, Dragana D.

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orcid::0000-0003-3199-0775
  • Stevanović, Dragana D. (30)
  • Stevanović, Dragana (1)
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Author's Bibliography

Chemoselective synthesis of multifunctional ferrocene-containing derivatives by the cross Rauhut–Currier reaction

Stevanović, Dragana D.; Bugarinović, Jovana; Pešić, Marko; Todosijević, Anka; Bogdanović, Goran A.; Damljanović, Ivan S.

(2021)

TY  - JOUR
AU  - Stevanović, Dragana D.
AU  - Bugarinović, Jovana
AU  - Pešić, Marko
AU  - Todosijević, Anka
AU  - Bogdanović, Goran A.
AU  - Damljanović, Ivan S.
PY  - 2021
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/10070
AB  - A simple protocol has been developed for the chemoselective synthesis of ferrocene-containing Rauhut–Currier adducts from 1-ferrocenyl-2-nitroethene and vinyl ketones using 20 mol% of triphenylphosphine. Multifunctional ferrocene derivatives were obtained in moderate to high yields (51–92%) by the coupling between the α-position of vinyl ketones and the β-position of the nitroalkene. The study of the Rauhut–Currier reaction under the described conditions showed that the strong electron-donating group at the β-position of nitroalkenes plays a significant role in the reaction outcome due to prevention of polymerization and stabilization of the zwitterionic intermediate. Additionally, a preparative synthesis of 4-ferrocenyl-3-methylene-5-nitropentan-2-one was carried out and its synthetic transformations showed easy conversion to other useful building blocks.
T2  - RSC Advances
T1  - Chemoselective synthesis of multifunctional ferrocene-containing derivatives by the cross Rauhut–Currier reaction
VL  - 11
IS  - 57
SP  - 36208
EP  - 36214
DO  - 10.1039/D1RA07619A
ER  - 
@article{
author = "Stevanović, Dragana D. and Bugarinović, Jovana and Pešić, Marko and Todosijević, Anka and Bogdanović, Goran A. and Damljanović, Ivan S.",
year = "2021",
abstract = "A simple protocol has been developed for the chemoselective synthesis of ferrocene-containing Rauhut–Currier adducts from 1-ferrocenyl-2-nitroethene and vinyl ketones using 20 mol% of triphenylphosphine. Multifunctional ferrocene derivatives were obtained in moderate to high yields (51–92%) by the coupling between the α-position of vinyl ketones and the β-position of the nitroalkene. The study of the Rauhut–Currier reaction under the described conditions showed that the strong electron-donating group at the β-position of nitroalkenes plays a significant role in the reaction outcome due to prevention of polymerization and stabilization of the zwitterionic intermediate. Additionally, a preparative synthesis of 4-ferrocenyl-3-methylene-5-nitropentan-2-one was carried out and its synthetic transformations showed easy conversion to other useful building blocks.",
journal = "RSC Advances",
title = "Chemoselective synthesis of multifunctional ferrocene-containing derivatives by the cross Rauhut–Currier reaction",
volume = "11",
number = "57",
pages = "36208-36214",
doi = "10.1039/D1RA07619A"
}
Stevanović, D. D., Bugarinović, J., Pešić, M., Todosijević, A., Bogdanović, G. A.,& Damljanović, I. S.. (2021). Chemoselective synthesis of multifunctional ferrocene-containing derivatives by the cross Rauhut–Currier reaction. in RSC Advances, 11(57), 36208-36214.
https://doi.org/10.1039/D1RA07619A
Stevanović DD, Bugarinović J, Pešić M, Todosijević A, Bogdanović GA, Damljanović IS. Chemoselective synthesis of multifunctional ferrocene-containing derivatives by the cross Rauhut–Currier reaction. in RSC Advances. 2021;11(57):36208-36214.
doi:10.1039/D1RA07619A .
Stevanović, Dragana D., Bugarinović, Jovana, Pešić, Marko, Todosijević, Anka, Bogdanović, Goran A., Damljanović, Ivan S., "Chemoselective synthesis of multifunctional ferrocene-containing derivatives by the cross Rauhut–Currier reaction" in RSC Advances, 11, no. 57 (2021):36208-36214,
https://doi.org/10.1039/D1RA07619A . .
2
2

Electronic Supplementary Information (ESI) : Chemoselective synthesis of multifunctional ferrocene-containing derivatives by the cross Rauhut-Currier reaction

Stevanović, Dragana D.; Bugarinović, Jovana; Pešić, Marko; Todosijević, Anka; Bogdanović, Goran A.; Damljanović, Ivan S.

(2021)

TY  - DATA
AU  - Stevanović, Dragana D.
AU  - Bugarinović, Jovana
AU  - Pešić, Marko
AU  - Todosijević, Anka
AU  - Bogdanović, Goran A.
AU  - Damljanović, Ivan S.
PY  - 2021
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/10085
AB  - Electronic supplementary information (ESI) available: Detailed experimental procedures, spectral characterisation (including copies of 1H and 13C NMR spectra) of all new compounds, crystallographic data and CIF file. CCDC 2095955. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/D1RA07619A
T2  - RSC Advances
T1  - Electronic Supplementary Information (ESI) : Chemoselective synthesis of multifunctional ferrocene-containing derivatives by the cross Rauhut-Currier reaction
VL  - 11
IS  - 57
SP  - S1
EP  - S43
DO  - 10.1039/D1RA07619A
ER  - 
@misc{
author = "Stevanović, Dragana D. and Bugarinović, Jovana and Pešić, Marko and Todosijević, Anka and Bogdanović, Goran A. and Damljanović, Ivan S.",
year = "2021",
abstract = "Electronic supplementary information (ESI) available: Detailed experimental procedures, spectral characterisation (including copies of 1H and 13C NMR spectra) of all new compounds, crystallographic data and CIF file. CCDC 2095955. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/D1RA07619A",
journal = "RSC Advances",
title = "Electronic Supplementary Information (ESI) : Chemoselective synthesis of multifunctional ferrocene-containing derivatives by the cross Rauhut-Currier reaction",
volume = "11",
number = "57",
pages = "S1-S43",
doi = "10.1039/D1RA07619A"
}
Stevanović, D. D., Bugarinović, J., Pešić, M., Todosijević, A., Bogdanović, G. A.,& Damljanović, I. S.. (2021). Electronic Supplementary Information (ESI) : Chemoselective synthesis of multifunctional ferrocene-containing derivatives by the cross Rauhut-Currier reaction. in RSC Advances, 11(57), S1-S43.
https://doi.org/10.1039/D1RA07619A
Stevanović DD, Bugarinović J, Pešić M, Todosijević A, Bogdanović GA, Damljanović IS. Electronic Supplementary Information (ESI) : Chemoselective synthesis of multifunctional ferrocene-containing derivatives by the cross Rauhut-Currier reaction. in RSC Advances. 2021;11(57):S1-S43.
doi:10.1039/D1RA07619A .
Stevanović, Dragana D., Bugarinović, Jovana, Pešić, Marko, Todosijević, Anka, Bogdanović, Goran A., Damljanović, Ivan S., "Electronic Supplementary Information (ESI) : Chemoselective synthesis of multifunctional ferrocene-containing derivatives by the cross Rauhut-Currier reaction" in RSC Advances, 11, no. 57 (2021):S1-S43,
https://doi.org/10.1039/D1RA07619A . .
2

CCDC 2095955: Experimental Crystal Structure Determination

Stevanović, Dragana D.; Bugarinović, Jovana; Pešić, Marko; Todosijević, Anka; Bogdanović, Goran A.; Damljanović, Ivan S.

(2021)

TY  - DATA
AU  - Stevanović, Dragana D.
AU  - Bugarinović, Jovana
AU  - Pešić, Marko
AU  - Todosijević, Anka
AU  - Bogdanović, Goran A.
AU  - Damljanović, Ivan S.
PY  - 2021
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/10086
AB  - ZAQGIL : 1,3-Diferrocenyl-2-methylene-4-nitrobutan-1-one Space Group: P 1 (2), Cell: a 5.89550(10)Å b 12.6957(3)Å c 15.6399(4)Å, α 66.206(2)° β 86.515(2)° γ 80.988(2)°
T2  - CCDC
T1  - CCDC 2095955: Experimental Crystal Structure Determination
DO  - 10.5517/ccdc.csd.cc28c0g4
ER  - 
@misc{
author = "Stevanović, Dragana D. and Bugarinović, Jovana and Pešić, Marko and Todosijević, Anka and Bogdanović, Goran A. and Damljanović, Ivan S.",
year = "2021",
abstract = "ZAQGIL : 1,3-Diferrocenyl-2-methylene-4-nitrobutan-1-one Space Group: P 1 (2), Cell: a 5.89550(10)Å b 12.6957(3)Å c 15.6399(4)Å, α 66.206(2)° β 86.515(2)° γ 80.988(2)°",
journal = "CCDC",
title = "CCDC 2095955: Experimental Crystal Structure Determination",
doi = "10.5517/ccdc.csd.cc28c0g4"
}
Stevanović, D. D., Bugarinović, J., Pešić, M., Todosijević, A., Bogdanović, G. A.,& Damljanović, I. S.. (2021). CCDC 2095955: Experimental Crystal Structure Determination. in CCDC.
https://doi.org/10.5517/ccdc.csd.cc28c0g4
Stevanović DD, Bugarinović J, Pešić M, Todosijević A, Bogdanović GA, Damljanović IS. CCDC 2095955: Experimental Crystal Structure Determination. in CCDC. 2021;.
doi:10.5517/ccdc.csd.cc28c0g4 .
Stevanović, Dragana D., Bugarinović, Jovana, Pešić, Marko, Todosijević, Anka, Bogdanović, Goran A., Damljanović, Ivan S., "CCDC 2095955: Experimental Crystal Structure Determination" in CCDC (2021),
https://doi.org/10.5517/ccdc.csd.cc28c0g4 . .

Synthesis and structural characterizations of novel atropoisomeric ferrocene-containing six-membered cyclic ureas

Minić, Aleksandra; Novaković, Slađana B.; Bogdanović, Goran A.; Bugarinović, Jovana P.; Pešić, Marko S.; Todosijević, Anka; Ilić-Komatina, Danijela; Damljanović, Ivan S.; Stevanović, Dragana D.

(2020)

TY  - JOUR
AU  - Minić, Aleksandra
AU  - Novaković, Slađana B.
AU  - Bogdanović, Goran A.
AU  - Bugarinović, Jovana P.
AU  - Pešić, Marko S.
AU  - Todosijević, Anka
AU  - Ilić-Komatina, Danijela
AU  - Damljanović, Ivan S.
AU  - Stevanović, Dragana D.
PY  - 2020
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/8808
AB  - The stereochemical phenomenon that arises from hindered rotation around bonds in nonplanar molecules is termed the atropoisomerism. During our previous work we noted the presence of this kind of isomerism in 1-aryl-4-ferrocenyl-3-phenyltetrahydropyrimidin-2(1H)-ones obtained from ortho-substituted 3-(arylamino)-1-ferrocenylpropan-1-ols. Inspired by an interesting biological/medical features of six-membered cyclic ureas and characteristic of “atropoisomers - things that rotate”, herein we present an easy performable synthesis and full characterisation of novel atropoisomeric ferrocene-containing six-membered cyclic ureas. In addition, we successfully determined the crystal structure of two atropoisomers for the same compound. Molecular structural properties and intermolecular interactions of these two structures have been compared and analyzed in detail. Interesting, it has been found that these two isomers although quite similar in conformation and geometrical parameters, form very different crystal packing. © 2019 Elsevier Ltd
T2  - Polyhedron
T1  - Synthesis and structural characterizations of novel atropoisomeric ferrocene-containing six-membered cyclic ureas
VL  - 177
SP  - 114316
DO  - 10.1016/j.poly.2019.114316
ER  - 
@article{
author = "Minić, Aleksandra and Novaković, Slađana B. and Bogdanović, Goran A. and Bugarinović, Jovana P. and Pešić, Marko S. and Todosijević, Anka and Ilić-Komatina, Danijela and Damljanović, Ivan S. and Stevanović, Dragana D.",
year = "2020",
abstract = "The stereochemical phenomenon that arises from hindered rotation around bonds in nonplanar molecules is termed the atropoisomerism. During our previous work we noted the presence of this kind of isomerism in 1-aryl-4-ferrocenyl-3-phenyltetrahydropyrimidin-2(1H)-ones obtained from ortho-substituted 3-(arylamino)-1-ferrocenylpropan-1-ols. Inspired by an interesting biological/medical features of six-membered cyclic ureas and characteristic of “atropoisomers - things that rotate”, herein we present an easy performable synthesis and full characterisation of novel atropoisomeric ferrocene-containing six-membered cyclic ureas. In addition, we successfully determined the crystal structure of two atropoisomers for the same compound. Molecular structural properties and intermolecular interactions of these two structures have been compared and analyzed in detail. Interesting, it has been found that these two isomers although quite similar in conformation and geometrical parameters, form very different crystal packing. © 2019 Elsevier Ltd",
journal = "Polyhedron",
title = "Synthesis and structural characterizations of novel atropoisomeric ferrocene-containing six-membered cyclic ureas",
volume = "177",
pages = "114316",
doi = "10.1016/j.poly.2019.114316"
}
Minić, A., Novaković, S. B., Bogdanović, G. A., Bugarinović, J. P., Pešić, M. S., Todosijević, A., Ilić-Komatina, D., Damljanović, I. S.,& Stevanović, D. D.. (2020). Synthesis and structural characterizations of novel atropoisomeric ferrocene-containing six-membered cyclic ureas. in Polyhedron, 177, 114316.
https://doi.org/10.1016/j.poly.2019.114316
Minić A, Novaković SB, Bogdanović GA, Bugarinović JP, Pešić MS, Todosijević A, Ilić-Komatina D, Damljanović IS, Stevanović DD. Synthesis and structural characterizations of novel atropoisomeric ferrocene-containing six-membered cyclic ureas. in Polyhedron. 2020;177:114316.
doi:10.1016/j.poly.2019.114316 .
Minić, Aleksandra, Novaković, Slađana B., Bogdanović, Goran A., Bugarinović, Jovana P., Pešić, Marko S., Todosijević, Anka, Ilić-Komatina, Danijela, Damljanović, Ivan S., Stevanović, Dragana D., "Synthesis and structural characterizations of novel atropoisomeric ferrocene-containing six-membered cyclic ureas" in Polyhedron, 177 (2020):114316,
https://doi.org/10.1016/j.poly.2019.114316 . .
1
8
1
6

Synthesis and Electrochemical Estimation of DNA-Binding Capacity of Novel Ferrocene-Containing Pyrrolidines

Pešić, Marko; Bugarinović, Jovana; Minić, Aleksandra; Bogdanović, Goran A.; Todosijević, Anka; Stevanović, Dragana D.; Damljanović, Ivan S.

(2020)

TY  - JOUR
AU  - Pešić, Marko
AU  - Bugarinović, Jovana
AU  - Minić, Aleksandra
AU  - Bogdanović, Goran A.
AU  - Todosijević, Anka
AU  - Stevanović, Dragana D.
AU  - Damljanović, Ivan S.
PY  - 2020
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/8892
AB  - The design, synthesis, spectral and electrochemical characterization of a series of novel pyrrolidine derivatives have been described. The synthesis was achieved by 1,3-dipolar cycloaddition of azomethine ylides and ferrocene-substituted chalcones, while detailed characterization of the compounds was performed by IR, NMR and elemental analyses, followed by X-ray diffraction experiment for one representative. The electrochemical properties of obtained ferrocene-containing heterocycles were examined by cyclic voltammetry (CV) and differential pulse voltammetry (DPV). These techniques revealed the quasi-reversible one-electron oxidation process. DNA-binding capacity of all products was studied using CV and DPV, highlighting a derivative with five times better binding affinity than the others. DFT calculations and molecular docking studies were carried out to gain more exhaustive insight into the type of interactions of the distinguished compound and the nucleic acid.
T2  - Journal of The Electrochemical Society
T1  - Synthesis and Electrochemical Estimation of DNA-Binding Capacity of Novel Ferrocene-Containing Pyrrolidines
VL  - 167
IS  - 2
SP  - 025502
DO  - 10.1149/1945-7111/ab68cc
ER  - 
@article{
author = "Pešić, Marko and Bugarinović, Jovana and Minić, Aleksandra and Bogdanović, Goran A. and Todosijević, Anka and Stevanović, Dragana D. and Damljanović, Ivan S.",
year = "2020",
abstract = "The design, synthesis, spectral and electrochemical characterization of a series of novel pyrrolidine derivatives have been described. The synthesis was achieved by 1,3-dipolar cycloaddition of azomethine ylides and ferrocene-substituted chalcones, while detailed characterization of the compounds was performed by IR, NMR and elemental analyses, followed by X-ray diffraction experiment for one representative. The electrochemical properties of obtained ferrocene-containing heterocycles were examined by cyclic voltammetry (CV) and differential pulse voltammetry (DPV). These techniques revealed the quasi-reversible one-electron oxidation process. DNA-binding capacity of all products was studied using CV and DPV, highlighting a derivative with five times better binding affinity than the others. DFT calculations and molecular docking studies were carried out to gain more exhaustive insight into the type of interactions of the distinguished compound and the nucleic acid.",
journal = "Journal of The Electrochemical Society",
title = "Synthesis and Electrochemical Estimation of DNA-Binding Capacity of Novel Ferrocene-Containing Pyrrolidines",
volume = "167",
number = "2",
pages = "025502",
doi = "10.1149/1945-7111/ab68cc"
}
Pešić, M., Bugarinović, J., Minić, A., Bogdanović, G. A., Todosijević, A., Stevanović, D. D.,& Damljanović, I. S.. (2020). Synthesis and Electrochemical Estimation of DNA-Binding Capacity of Novel Ferrocene-Containing Pyrrolidines. in Journal of The Electrochemical Society, 167(2), 025502.
https://doi.org/10.1149/1945-7111/ab68cc
Pešić M, Bugarinović J, Minić A, Bogdanović GA, Todosijević A, Stevanović DD, Damljanović IS. Synthesis and Electrochemical Estimation of DNA-Binding Capacity of Novel Ferrocene-Containing Pyrrolidines. in Journal of The Electrochemical Society. 2020;167(2):025502.
doi:10.1149/1945-7111/ab68cc .
Pešić, Marko, Bugarinović, Jovana, Minić, Aleksandra, Bogdanović, Goran A., Todosijević, Anka, Stevanović, Dragana D., Damljanović, Ivan S., "Synthesis and Electrochemical Estimation of DNA-Binding Capacity of Novel Ferrocene-Containing Pyrrolidines" in Journal of The Electrochemical Society, 167, no. 2 (2020):025502,
https://doi.org/10.1149/1945-7111/ab68cc . .
1
1
1

Electrochemical characterization and estimation of DNA-binding capacity of a series of novel ferrocene derivatives

Pešić, Marko S.; Bugarinović, Jovana P.; Minić, Aleksandra; Novaković, Slađana B.; Bogdanović, Goran A.; Todosijević, Anka; Stevanović, Dragana D.; Damljanović, Ivan S.

(2020)

TY  - JOUR
AU  - Pešić, Marko S.
AU  - Bugarinović, Jovana P.
AU  - Minić, Aleksandra
AU  - Novaković, Slađana B.
AU  - Bogdanović, Goran A.
AU  - Todosijević, Anka
AU  - Stevanović, Dragana D.
AU  - Damljanović, Ivan S.
PY  - 2020
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/8784
AB  - The synthesis of a series of methyl 2-alkyl-5-aryl-4-ferrocenoylpyrrolidine-2-carboxylates has been achieved by [3 + 2] dipolar cycloaddition of azomethine ylides to acryloylferrocene. The electrochemical properties of novel products were examined by cyclic voltammetry (CV) and differential pulse voltammetry (DPV). These techniques revealed the quasi-reversible one-electron oxidation process. The DNA-binding capacity of all the products was also studied using CV and DPV, and significant interactions between synthesized compounds and nucleic acid, mostly of the electrostatic type, were disclosed. DFT calculations and molecular docking tests were carried out to gain a more exhaustive insight into the interactions of the obtained products with nucleic acid. A detailed characterization of the new compounds was performed by IR, NMR and elemental analyses, followed by single-crystal X-ray diffraction experiments for two representatives. © 2019 Elsevier B.V.
T2  - Bioelectrochemistry
T1  - Electrochemical characterization and estimation of DNA-binding capacity of a series of novel ferrocene derivatives
VL  - 132
SP  - 107412
DO  - 10.1016/j.bioelechem.2019.107412
ER  - 
@article{
author = "Pešić, Marko S. and Bugarinović, Jovana P. and Minić, Aleksandra and Novaković, Slađana B. and Bogdanović, Goran A. and Todosijević, Anka and Stevanović, Dragana D. and Damljanović, Ivan S.",
year = "2020",
abstract = "The synthesis of a series of methyl 2-alkyl-5-aryl-4-ferrocenoylpyrrolidine-2-carboxylates has been achieved by [3 + 2] dipolar cycloaddition of azomethine ylides to acryloylferrocene. The electrochemical properties of novel products were examined by cyclic voltammetry (CV) and differential pulse voltammetry (DPV). These techniques revealed the quasi-reversible one-electron oxidation process. The DNA-binding capacity of all the products was also studied using CV and DPV, and significant interactions between synthesized compounds and nucleic acid, mostly of the electrostatic type, were disclosed. DFT calculations and molecular docking tests were carried out to gain a more exhaustive insight into the interactions of the obtained products with nucleic acid. A detailed characterization of the new compounds was performed by IR, NMR and elemental analyses, followed by single-crystal X-ray diffraction experiments for two representatives. © 2019 Elsevier B.V.",
journal = "Bioelectrochemistry",
title = "Electrochemical characterization and estimation of DNA-binding capacity of a series of novel ferrocene derivatives",
volume = "132",
pages = "107412",
doi = "10.1016/j.bioelechem.2019.107412"
}
Pešić, M. S., Bugarinović, J. P., Minić, A., Novaković, S. B., Bogdanović, G. A., Todosijević, A., Stevanović, D. D.,& Damljanović, I. S.. (2020). Electrochemical characterization and estimation of DNA-binding capacity of a series of novel ferrocene derivatives. in Bioelectrochemistry, 132, 107412.
https://doi.org/10.1016/j.bioelechem.2019.107412
Pešić MS, Bugarinović JP, Minić A, Novaković SB, Bogdanović GA, Todosijević A, Stevanović DD, Damljanović IS. Electrochemical characterization and estimation of DNA-binding capacity of a series of novel ferrocene derivatives. in Bioelectrochemistry. 2020;132:107412.
doi:10.1016/j.bioelechem.2019.107412 .
Pešić, Marko S., Bugarinović, Jovana P., Minić, Aleksandra, Novaković, Slađana B., Bogdanović, Goran A., Todosijević, Anka, Stevanović, Dragana D., Damljanović, Ivan S., "Electrochemical characterization and estimation of DNA-binding capacity of a series of novel ferrocene derivatives" in Bioelectrochemistry, 132 (2020):107412,
https://doi.org/10.1016/j.bioelechem.2019.107412 . .
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10
18

Synthesis, structural and electrochemical characterization of novel ferrocene-containing tetrahydropyrimidin-2(1H)-ones

Minić, Aleksandra; Pešić, Marko S; Novaković, Slađana B.; Bogdanović, Goran A.; Todosijević, Anka; Ilić-Komatina, Danijela; Stevanović, Dragana D.

(2020)

TY  - JOUR
AU  - Minić, Aleksandra
AU  - Pešić, Marko S
AU  - Novaković, Slađana B.
AU  - Bogdanović, Goran A.
AU  - Todosijević, Anka
AU  - Ilić-Komatina, Danijela
AU  - Stevanović, Dragana D.
PY  - 2020
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/9119
AB  - Herein, we report an easy performable method for the synthesis of ferrocene-containing tetrahydropyrimidin-2(1H)-ones starting from the corresponding 3-arylamino-1-ferrocenylpropan-1-ols and sodium cyanate (NaOCN) in the presence of glacial acetic acid. The protocol is included an intramolecular cyclization of an in situ generated 1,3-hydroxyurea. The scope of the reaction towards eleven ferrocene-containing 1,3-amino alcohols has been explored and the targeted 1-aryl-4-ferrocenyltetrahidropyrimidin-2(1H)-ones were obtained in good to high yields (up to 93%). All products have been isolated in high purity >95%. In addition, we have provided a detailed structural characterization of the new compounds, which has been performed by IR and NMR spectroscopy. The single-crystal X-ray diffraction analysis was successfully performed on three representative examples, as well as elemental analysis. Moreover, molecular structure properties and intermolecular interactions of these three structures have been compared and analyzed in detail. Electrochemical properties of products were investigated by cyclic voltammetry. This investigation revealed the quasi-reversible one-electron redox process.
T2  - Journal of Organometallic Chemistry
T1  - Synthesis, structural and electrochemical characterization of novel ferrocene-containing tetrahydropyrimidin-2(1H)-ones
VL  - 923
SP  - 121422
DO  - 10.1016/j.jorganchem.2020.121422
ER  - 
@article{
author = "Minić, Aleksandra and Pešić, Marko S and Novaković, Slađana B. and Bogdanović, Goran A. and Todosijević, Anka and Ilić-Komatina, Danijela and Stevanović, Dragana D.",
year = "2020",
abstract = "Herein, we report an easy performable method for the synthesis of ferrocene-containing tetrahydropyrimidin-2(1H)-ones starting from the corresponding 3-arylamino-1-ferrocenylpropan-1-ols and sodium cyanate (NaOCN) in the presence of glacial acetic acid. The protocol is included an intramolecular cyclization of an in situ generated 1,3-hydroxyurea. The scope of the reaction towards eleven ferrocene-containing 1,3-amino alcohols has been explored and the targeted 1-aryl-4-ferrocenyltetrahidropyrimidin-2(1H)-ones were obtained in good to high yields (up to 93%). All products have been isolated in high purity >95%. In addition, we have provided a detailed structural characterization of the new compounds, which has been performed by IR and NMR spectroscopy. The single-crystal X-ray diffraction analysis was successfully performed on three representative examples, as well as elemental analysis. Moreover, molecular structure properties and intermolecular interactions of these three structures have been compared and analyzed in detail. Electrochemical properties of products were investigated by cyclic voltammetry. This investigation revealed the quasi-reversible one-electron redox process.",
journal = "Journal of Organometallic Chemistry",
title = "Synthesis, structural and electrochemical characterization of novel ferrocene-containing tetrahydropyrimidin-2(1H)-ones",
volume = "923",
pages = "121422",
doi = "10.1016/j.jorganchem.2020.121422"
}
Minić, A., Pešić, M. S., Novaković, S. B., Bogdanović, G. A., Todosijević, A., Ilić-Komatina, D.,& Stevanović, D. D.. (2020). Synthesis, structural and electrochemical characterization of novel ferrocene-containing tetrahydropyrimidin-2(1H)-ones. in Journal of Organometallic Chemistry, 923, 121422.
https://doi.org/10.1016/j.jorganchem.2020.121422
Minić A, Pešić MS, Novaković SB, Bogdanović GA, Todosijević A, Ilić-Komatina D, Stevanović DD. Synthesis, structural and electrochemical characterization of novel ferrocene-containing tetrahydropyrimidin-2(1H)-ones. in Journal of Organometallic Chemistry. 2020;923:121422.
doi:10.1016/j.jorganchem.2020.121422 .
Minić, Aleksandra, Pešić, Marko S, Novaković, Slađana B., Bogdanović, Goran A., Todosijević, Anka, Ilić-Komatina, Danijela, Stevanović, Dragana D., "Synthesis, structural and electrochemical characterization of novel ferrocene-containing tetrahydropyrimidin-2(1H)-ones" in Journal of Organometallic Chemistry, 923 (2020):121422,
https://doi.org/10.1016/j.jorganchem.2020.121422 . .
4
1
3

Acryloylferrocene as a convenient precursor of tetrahydropyrazolopyrazolones: [3+2] cycloaddition with N,N′ -Cyclic azomethine imines

Jovanović, Jovana P.; Novaković, Slađana B.; Bogdanović, Goran A.; Minić, Aleksandra; Pejović, Anka; Katanić, Jelena; Mihailović, Vladimir B.; Nastasijević, Branislav J.; Stevanović, Dragana D.; Damljanović, Ivan S.

(2018)

TY  - JOUR
AU  - Jovanović, Jovana P.
AU  - Novaković, Slađana B.
AU  - Bogdanović, Goran A.
AU  - Minić, Aleksandra
AU  - Pejović, Anka
AU  - Katanić, Jelena
AU  - Mihailović, Vladimir B.
AU  - Nastasijević, Branislav J.
AU  - Stevanović, Dragana D.
AU  - Damljanović, Ivan S.
PY  - 2018
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/7635
AB  - AlCl3-Catalyzed {[}3 + 2] dipolar cycloaddition of the N,N'-cyclic azomethine imines to the acryloylferrocene enabling access to the series of 5-substituted 6-ferrocenoyl tetrahydropyrazolo {[}1,2-a]pyrazol-1(5H)-ones. This facile methodology shows high substituent tolerance. Furthermore, easy chromatographic separations afford isolation of the pure diastereoisomers. Optimized reaction conditions, spectroscopic and electrochemical characteristics of the reaction products are provided. The X-ray structural analyses of three cycloadducts were done and obtained results were compared with properties of reported N,N'-bicyclic systems those displayed conformational similarity. Antibacterial activities of all products against two Gram-positive and two Gram-negative bacterial strains were evaluated by the experimental methods. (c) 2018 Elsevier B.V. All rights reserved.
T2  - Journal of Organometallic Chemistry
T1  - Acryloylferrocene as a convenient precursor of tetrahydropyrazolopyrazolones: [3+2] cycloaddition with N,N′ -Cyclic azomethine imines
VL  - 860
SP  - 85
EP  - 97
DO  - 10.1016/j.jorganchem.2018.02.016
ER  - 
@article{
author = "Jovanović, Jovana P. and Novaković, Slađana B. and Bogdanović, Goran A. and Minić, Aleksandra and Pejović, Anka and Katanić, Jelena and Mihailović, Vladimir B. and Nastasijević, Branislav J. and Stevanović, Dragana D. and Damljanović, Ivan S.",
year = "2018",
abstract = "AlCl3-Catalyzed {[}3 + 2] dipolar cycloaddition of the N,N'-cyclic azomethine imines to the acryloylferrocene enabling access to the series of 5-substituted 6-ferrocenoyl tetrahydropyrazolo {[}1,2-a]pyrazol-1(5H)-ones. This facile methodology shows high substituent tolerance. Furthermore, easy chromatographic separations afford isolation of the pure diastereoisomers. Optimized reaction conditions, spectroscopic and electrochemical characteristics of the reaction products are provided. The X-ray structural analyses of three cycloadducts were done and obtained results were compared with properties of reported N,N'-bicyclic systems those displayed conformational similarity. Antibacterial activities of all products against two Gram-positive and two Gram-negative bacterial strains were evaluated by the experimental methods. (c) 2018 Elsevier B.V. All rights reserved.",
journal = "Journal of Organometallic Chemistry",
title = "Acryloylferrocene as a convenient precursor of tetrahydropyrazolopyrazolones: [3+2] cycloaddition with N,N′ -Cyclic azomethine imines",
volume = "860",
pages = "85-97",
doi = "10.1016/j.jorganchem.2018.02.016"
}
Jovanović, J. P., Novaković, S. B., Bogdanović, G. A., Minić, A., Pejović, A., Katanić, J., Mihailović, V. B., Nastasijević, B. J., Stevanović, D. D.,& Damljanović, I. S.. (2018). Acryloylferrocene as a convenient precursor of tetrahydropyrazolopyrazolones: [3+2] cycloaddition with N,N′ -Cyclic azomethine imines. in Journal of Organometallic Chemistry, 860, 85-97.
https://doi.org/10.1016/j.jorganchem.2018.02.016
Jovanović JP, Novaković SB, Bogdanović GA, Minić A, Pejović A, Katanić J, Mihailović VB, Nastasijević BJ, Stevanović DD, Damljanović IS. Acryloylferrocene as a convenient precursor of tetrahydropyrazolopyrazolones: [3+2] cycloaddition with N,N′ -Cyclic azomethine imines. in Journal of Organometallic Chemistry. 2018;860:85-97.
doi:10.1016/j.jorganchem.2018.02.016 .
Jovanović, Jovana P., Novaković, Slađana B., Bogdanović, Goran A., Minić, Aleksandra, Pejović, Anka, Katanić, Jelena, Mihailović, Vladimir B., Nastasijević, Branislav J., Stevanović, Dragana D., Damljanović, Ivan S., "Acryloylferrocene as a convenient precursor of tetrahydropyrazolopyrazolones: [3+2] cycloaddition with N,N′ -Cyclic azomethine imines" in Journal of Organometallic Chemistry, 860 (2018):85-97,
https://doi.org/10.1016/j.jorganchem.2018.02.016 . .
9
7
9

Ferrocene-containing tetrahydropyrazolopyrazolones: Antioxidant and antimicrobial activity

Bugarinović, Jovana P.; Pešić, Marko S.; Minić, Aleksandra; Katanić, Jelena; Ilić-Komatina, Danijela; Pejović, Anka; Mihailović, Vladimir B.; Stevanović, Dragana D.; Nastasijević, Branislav J.; Damljanović, Ivan S.

(2018)

TY  - JOUR
AU  - Bugarinović, Jovana P.
AU  - Pešić, Marko S.
AU  - Minić, Aleksandra
AU  - Katanić, Jelena
AU  - Ilić-Komatina, Danijela
AU  - Pejović, Anka
AU  - Mihailović, Vladimir B.
AU  - Stevanović, Dragana D.
AU  - Nastasijević, Branislav J.
AU  - Damljanović, Ivan S.
PY  - 2018
UR  - https://linkinghub.elsevier.com/retrieve/pii/S0162013418302472
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/7890
AB  - A series of ferrocenes which contain dinitrogen-fused pyrazolidinone ring were synthesized from acryloylferrocene (4) and N,N′‑cyclic azomethine imines (3). Novel 5‑aryl‑6‑ferrocenoyltetrahydropyrazolo[1,2‑a]pyrazol‑1(5H)-ones were obtained as mixtures of two diastereoisomers (trans and cis) which were separated and isolated as pure substances. Ortho-substituted N,N′‑cyclic azomethine imines 5-oxo-2-(2,4,6-trimethylbenzylidene)pyrazolidin-2-ium-1-ide (3e) and 2-(2-methoxybenzylidene)-5-oxopyrazolidin-2-ium-1-ide (3f) reacted stereoselectively affording only trans-6-ferrocenoyl-5-mesityltetrahydropyrazolo[1,2-a]pyrazol-1(5H)-one (5e) and 6-ferrocenoyl-5-(2-methoxyphenyl)tetrahydropyrazolo[1,2-a]pyrazol-1(5H)-one (5f). Ferrocenyl derivatives were screened for in vitro antioxidant and antifungal activities and excellent DPPH and ABTS radicals scavenging activity was observed with majority of tested 5‑aryl‑6‑ferrocenoyltetrahydropyrazolo[1,2‑a]pyrazol‑1(5H)-ones. Several tested compounds showed selective scavenging properties neutralizing ABTS•+ radical cations in contrast to inactivity toward DPPH[rad] radicals. Trans-5-aryl-6-ferrocenoyltetrahydropyrazolo[1,2-a]pyrazol-1(5H)-ones 5b, 5c, 5d, 5j as well as cis-6-ferrocenoyl-5-(p-tolyl)tetrahydropyrazolo[1,2-a]pyrazol-1(5H)-one (6d) displayed fungal growth inhibition at low concentration against C. albicans and/or A. brasiliensis. Molecular docking studies revealed that the cis-6-ferrocenoyl-5-(4-nitrophenyl)tetrahydropyrazolo[1,2-a]pyrazol-1(5H)-one (6l) and cis-6-ferrocenoyl-5-(naphthalen-2-yl)tetrahydropyrazolo[1,2-a]pyrazol-1(5H)-one (6n) have potential to become lead molecules in drug discovery process. © 2018 Elsevier Inc.
T2  - Journal of Inorganic Biochemistry
T1  - Ferrocene-containing tetrahydropyrazolopyrazolones: Antioxidant and antimicrobial activity
VL  - 189
SP  - 134
EP  - 142
DO  - 10.1016/j.jinorgbio.2018.09.015
ER  - 
@article{
author = "Bugarinović, Jovana P. and Pešić, Marko S. and Minić, Aleksandra and Katanić, Jelena and Ilić-Komatina, Danijela and Pejović, Anka and Mihailović, Vladimir B. and Stevanović, Dragana D. and Nastasijević, Branislav J. and Damljanović, Ivan S.",
year = "2018",
abstract = "A series of ferrocenes which contain dinitrogen-fused pyrazolidinone ring were synthesized from acryloylferrocene (4) and N,N′‑cyclic azomethine imines (3). Novel 5‑aryl‑6‑ferrocenoyltetrahydropyrazolo[1,2‑a]pyrazol‑1(5H)-ones were obtained as mixtures of two diastereoisomers (trans and cis) which were separated and isolated as pure substances. Ortho-substituted N,N′‑cyclic azomethine imines 5-oxo-2-(2,4,6-trimethylbenzylidene)pyrazolidin-2-ium-1-ide (3e) and 2-(2-methoxybenzylidene)-5-oxopyrazolidin-2-ium-1-ide (3f) reacted stereoselectively affording only trans-6-ferrocenoyl-5-mesityltetrahydropyrazolo[1,2-a]pyrazol-1(5H)-one (5e) and 6-ferrocenoyl-5-(2-methoxyphenyl)tetrahydropyrazolo[1,2-a]pyrazol-1(5H)-one (5f). Ferrocenyl derivatives were screened for in vitro antioxidant and antifungal activities and excellent DPPH and ABTS radicals scavenging activity was observed with majority of tested 5‑aryl‑6‑ferrocenoyltetrahydropyrazolo[1,2‑a]pyrazol‑1(5H)-ones. Several tested compounds showed selective scavenging properties neutralizing ABTS•+ radical cations in contrast to inactivity toward DPPH[rad] radicals. Trans-5-aryl-6-ferrocenoyltetrahydropyrazolo[1,2-a]pyrazol-1(5H)-ones 5b, 5c, 5d, 5j as well as cis-6-ferrocenoyl-5-(p-tolyl)tetrahydropyrazolo[1,2-a]pyrazol-1(5H)-one (6d) displayed fungal growth inhibition at low concentration against C. albicans and/or A. brasiliensis. Molecular docking studies revealed that the cis-6-ferrocenoyl-5-(4-nitrophenyl)tetrahydropyrazolo[1,2-a]pyrazol-1(5H)-one (6l) and cis-6-ferrocenoyl-5-(naphthalen-2-yl)tetrahydropyrazolo[1,2-a]pyrazol-1(5H)-one (6n) have potential to become lead molecules in drug discovery process. © 2018 Elsevier Inc.",
journal = "Journal of Inorganic Biochemistry",
title = "Ferrocene-containing tetrahydropyrazolopyrazolones: Antioxidant and antimicrobial activity",
volume = "189",
pages = "134-142",
doi = "10.1016/j.jinorgbio.2018.09.015"
}
Bugarinović, J. P., Pešić, M. S., Minić, A., Katanić, J., Ilić-Komatina, D., Pejović, A., Mihailović, V. B., Stevanović, D. D., Nastasijević, B. J.,& Damljanović, I. S.. (2018). Ferrocene-containing tetrahydropyrazolopyrazolones: Antioxidant and antimicrobial activity. in Journal of Inorganic Biochemistry, 189, 134-142.
https://doi.org/10.1016/j.jinorgbio.2018.09.015
Bugarinović JP, Pešić MS, Minić A, Katanić J, Ilić-Komatina D, Pejović A, Mihailović VB, Stevanović DD, Nastasijević BJ, Damljanović IS. Ferrocene-containing tetrahydropyrazolopyrazolones: Antioxidant and antimicrobial activity. in Journal of Inorganic Biochemistry. 2018;189:134-142.
doi:10.1016/j.jinorgbio.2018.09.015 .
Bugarinović, Jovana P., Pešić, Marko S., Minić, Aleksandra, Katanić, Jelena, Ilić-Komatina, Danijela, Pejović, Anka, Mihailović, Vladimir B., Stevanović, Dragana D., Nastasijević, Branislav J., Damljanović, Ivan S., "Ferrocene-containing tetrahydropyrazolopyrazolones: Antioxidant and antimicrobial activity" in Journal of Inorganic Biochemistry, 189 (2018):134-142,
https://doi.org/10.1016/j.jinorgbio.2018.09.015 . .
25
14
21

Synthesis, characterization, antioxidant and antimicrobial activity of novel 5-arylidene-2-ferrocenyl-1,3-thiazolidin-4-ones

Pejović, Anka; Minić, Aleksandra; Jovanović, Jovana P.; Pešić, Marko S.; Ilić-Komatina, Danijela; Damljanović, Ivan S.; Stevanović, Dragana D.; Mihailović, Vladimir B.; Katanić, Jelena; Bogdanović, Goran A.

(2018)

TY  - JOUR
AU  - Pejović, Anka
AU  - Minić, Aleksandra
AU  - Jovanović, Jovana P.
AU  - Pešić, Marko S.
AU  - Ilić-Komatina, Danijela
AU  - Damljanović, Ivan S.
AU  - Stevanović, Dragana D.
AU  - Mihailović, Vladimir B.
AU  - Katanić, Jelena
AU  - Bogdanović, Goran A.
PY  - 2018
UR  - http://linkinghub.elsevier.com/retrieve/pii/S0022328X18303796
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/7701
AB  - Synthesis of twenty novel 5-arylidene-2-ferrocenyl-1,3-thiazolidin-4-ones has been achieved in good to excellent yields by the Knoevenagel condensation of 2-ferrocenyl-1,3-thiazolidin-4-ones with aromatic aldehydes. The reaction was performed by refluxing the mixture of reactants and potassium tert-butoxide in dioxane overnight. All new compounds were characterized by the IR and NMR spectral data, and their electrochemical properties were investigated using the cyclic voltammetry. The X-ray crystal structure of one of the representative thiazolidin-4(1H)-ones is also presented. All obtained products were evaluated for their in vitro antioxidant, antibacterial and antifungal activity.
T2  - Journal of Organometallic Chemistry
T1  - Synthesis, characterization, antioxidant and antimicrobial activity of novel 5-arylidene-2-ferrocenyl-1,3-thiazolidin-4-ones
VL  - 869
SP  - 1
EP  - 10
DO  - 10.1016/j.jorganchem.2018.05.014
ER  - 
@article{
author = "Pejović, Anka and Minić, Aleksandra and Jovanović, Jovana P. and Pešić, Marko S. and Ilić-Komatina, Danijela and Damljanović, Ivan S. and Stevanović, Dragana D. and Mihailović, Vladimir B. and Katanić, Jelena and Bogdanović, Goran A.",
year = "2018",
abstract = "Synthesis of twenty novel 5-arylidene-2-ferrocenyl-1,3-thiazolidin-4-ones has been achieved in good to excellent yields by the Knoevenagel condensation of 2-ferrocenyl-1,3-thiazolidin-4-ones with aromatic aldehydes. The reaction was performed by refluxing the mixture of reactants and potassium tert-butoxide in dioxane overnight. All new compounds were characterized by the IR and NMR spectral data, and their electrochemical properties were investigated using the cyclic voltammetry. The X-ray crystal structure of one of the representative thiazolidin-4(1H)-ones is also presented. All obtained products were evaluated for their in vitro antioxidant, antibacterial and antifungal activity.",
journal = "Journal of Organometallic Chemistry",
title = "Synthesis, characterization, antioxidant and antimicrobial activity of novel 5-arylidene-2-ferrocenyl-1,3-thiazolidin-4-ones",
volume = "869",
pages = "1-10",
doi = "10.1016/j.jorganchem.2018.05.014"
}
Pejović, A., Minić, A., Jovanović, J. P., Pešić, M. S., Ilić-Komatina, D., Damljanović, I. S., Stevanović, D. D., Mihailović, V. B., Katanić, J.,& Bogdanović, G. A.. (2018). Synthesis, characterization, antioxidant and antimicrobial activity of novel 5-arylidene-2-ferrocenyl-1,3-thiazolidin-4-ones. in Journal of Organometallic Chemistry, 869, 1-10.
https://doi.org/10.1016/j.jorganchem.2018.05.014
Pejović A, Minić A, Jovanović JP, Pešić MS, Ilić-Komatina D, Damljanović IS, Stevanović DD, Mihailović VB, Katanić J, Bogdanović GA. Synthesis, characterization, antioxidant and antimicrobial activity of novel 5-arylidene-2-ferrocenyl-1,3-thiazolidin-4-ones. in Journal of Organometallic Chemistry. 2018;869:1-10.
doi:10.1016/j.jorganchem.2018.05.014 .
Pejović, Anka, Minić, Aleksandra, Jovanović, Jovana P., Pešić, Marko S., Ilić-Komatina, Danijela, Damljanović, Ivan S., Stevanović, Dragana D., Mihailović, Vladimir B., Katanić, Jelena, Bogdanović, Goran A., "Synthesis, characterization, antioxidant and antimicrobial activity of novel 5-arylidene-2-ferrocenyl-1,3-thiazolidin-4-ones" in Journal of Organometallic Chemistry, 869 (2018):1-10,
https://doi.org/10.1016/j.jorganchem.2018.05.014 . .
19
11
16

Synthesis, structural and electrochemical characterization of novel 1,3-ketoureas bearing a ferrocenyl group

(2018)

TY  - JOUR
PY  - 2018
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/7583
AB  - Twenty-two novel 1,3-ketourea derivatives bearing ferrocene moiety were synthesized in good-to-excellent yields (up to 99%) via simple and efficient protocol. This solvent- and catalyst-free synthesis was achieved by additions of different ferrocene-containing Mannich bases - 3-(arylamino)-1-ferrocenyl-propan-1-ones to phenyl isocyanate promoted only by ultrasound irradiations at ambient temperature. All synthesized 1-aryl-3-phenyl-1-(3-ferrocenyl-3-oxopropyl)ureas were characterized by standard spectral data (H-1 NMR, C-13 NMR and IR), and their electrochemical behavior were investigated by cyclic voltammetry. Detailed single-crystal X-ray diffraction analysis of three representative ferrocene-containing 1,3-ketoureas, among which one crystallized with two independent molecules in an asymmetric unit, were done. (C) 2017 Elsevier Ltd. All rights reserved.
T2  - Polyhedron
T1  - Synthesis, structural and electrochemical characterization of novel 1,3-ketoureas bearing a ferrocenyl group
VL  - 141
SP  - 343
EP  - 351
DO  - 10.1016/j.poly.2017.12.018
ER  - 
@article{
year = "2018",
abstract = "Twenty-two novel 1,3-ketourea derivatives bearing ferrocene moiety were synthesized in good-to-excellent yields (up to 99%) via simple and efficient protocol. This solvent- and catalyst-free synthesis was achieved by additions of different ferrocene-containing Mannich bases - 3-(arylamino)-1-ferrocenyl-propan-1-ones to phenyl isocyanate promoted only by ultrasound irradiations at ambient temperature. All synthesized 1-aryl-3-phenyl-1-(3-ferrocenyl-3-oxopropyl)ureas were characterized by standard spectral data (H-1 NMR, C-13 NMR and IR), and their electrochemical behavior were investigated by cyclic voltammetry. Detailed single-crystal X-ray diffraction analysis of three representative ferrocene-containing 1,3-ketoureas, among which one crystallized with two independent molecules in an asymmetric unit, were done. (C) 2017 Elsevier Ltd. All rights reserved.",
journal = "Polyhedron",
title = "Synthesis, structural and electrochemical characterization of novel 1,3-ketoureas bearing a ferrocenyl group",
volume = "141",
pages = "343-351",
doi = "10.1016/j.poly.2017.12.018"
}
(2018). Synthesis, structural and electrochemical characterization of novel 1,3-ketoureas bearing a ferrocenyl group. in Polyhedron, 141, 343-351.
https://doi.org/10.1016/j.poly.2017.12.018
Synthesis, structural and electrochemical characterization of novel 1,3-ketoureas bearing a ferrocenyl group. in Polyhedron. 2018;141:343-351.
doi:10.1016/j.poly.2017.12.018 .
"Synthesis, structural and electrochemical characterization of novel 1,3-ketoureas bearing a ferrocenyl group" in Polyhedron, 141 (2018):343-351,
https://doi.org/10.1016/j.poly.2017.12.018 . .
1
5
3
4

Synthesis of novel ferrocene-containing 1,3-thiazinan-2-imines: One-pot reaction promoted by ultrasound irradiation

Minić, Aleksandra; Bugarinović, Jovana P.; Pejović, Anka; Ilić-Komatina, Danijela; Bogdanović, Goran A.; Damljanović, Ivan S.; Stevanović, Dragana D.

(2018)

TY  - JOUR
AU  - Minić, Aleksandra
AU  - Bugarinović, Jovana P.
AU  - Pejović, Anka
AU  - Ilić-Komatina, Danijela
AU  - Bogdanović, Goran A.
AU  - Damljanović, Ivan S.
AU  - Stevanović, Dragana D.
PY  - 2018
UR  - https://linkinghub.elsevier.com/retrieve/pii/S0040403918310189
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/7845
AB  - A simple one-pot synthesis of new ferrocene-containing 1,3-thiazinan-2-imines from 3-arylamino-1-ferrocenylpropan-1-ols and phenyl isothiocyanate has been developed. The key intermediate β-hydroxy thioureas were generated in situ using ultrasound irradiation and subsequent cyclization was achieved by the addition of acetic acid. The scope of the reaction towards various 3-arylamino-1-ferrocenylpropan-1-ols has been explored and the corresponding 3-aryl-6-ferrocenyl-N-phenyl-1,3-thiazinan-2-imines were obtained in moderate to high yields (52–90%).
T2  - Tetrahedron Letters
T1  - Synthesis of novel ferrocene-containing 1,3-thiazinan-2-imines: One-pot reaction promoted by ultrasound irradiation
VL  - 59
IS  - 38
SP  - 3499
EP  - 3502
DO  - 10.1016/j.tetlet.2018.08.029
ER  - 
@article{
author = "Minić, Aleksandra and Bugarinović, Jovana P. and Pejović, Anka and Ilić-Komatina, Danijela and Bogdanović, Goran A. and Damljanović, Ivan S. and Stevanović, Dragana D.",
year = "2018",
abstract = "A simple one-pot synthesis of new ferrocene-containing 1,3-thiazinan-2-imines from 3-arylamino-1-ferrocenylpropan-1-ols and phenyl isothiocyanate has been developed. The key intermediate β-hydroxy thioureas were generated in situ using ultrasound irradiation and subsequent cyclization was achieved by the addition of acetic acid. The scope of the reaction towards various 3-arylamino-1-ferrocenylpropan-1-ols has been explored and the corresponding 3-aryl-6-ferrocenyl-N-phenyl-1,3-thiazinan-2-imines were obtained in moderate to high yields (52–90%).",
journal = "Tetrahedron Letters",
title = "Synthesis of novel ferrocene-containing 1,3-thiazinan-2-imines: One-pot reaction promoted by ultrasound irradiation",
volume = "59",
number = "38",
pages = "3499-3502",
doi = "10.1016/j.tetlet.2018.08.029"
}
Minić, A., Bugarinović, J. P., Pejović, A., Ilić-Komatina, D., Bogdanović, G. A., Damljanović, I. S.,& Stevanović, D. D.. (2018). Synthesis of novel ferrocene-containing 1,3-thiazinan-2-imines: One-pot reaction promoted by ultrasound irradiation. in Tetrahedron Letters, 59(38), 3499-3502.
https://doi.org/10.1016/j.tetlet.2018.08.029
Minić A, Bugarinović JP, Pejović A, Ilić-Komatina D, Bogdanović GA, Damljanović IS, Stevanović DD. Synthesis of novel ferrocene-containing 1,3-thiazinan-2-imines: One-pot reaction promoted by ultrasound irradiation. in Tetrahedron Letters. 2018;59(38):3499-3502.
doi:10.1016/j.tetlet.2018.08.029 .
Minić, Aleksandra, Bugarinović, Jovana P., Pejović, Anka, Ilić-Komatina, Danijela, Bogdanović, Goran A., Damljanović, Ivan S., Stevanović, Dragana D., "Synthesis of novel ferrocene-containing 1,3-thiazinan-2-imines: One-pot reaction promoted by ultrasound irradiation" in Tetrahedron Letters, 59, no. 38 (2018):3499-3502,
https://doi.org/10.1016/j.tetlet.2018.08.029 . .
13
7
10

Synthesis, characterization and antimicrobial activity of novel 3-ferrocenyl-2-pyrazolyl-1,3-thiazolidin-4-ones

Pejović, Anka; Minić, Aleksandra; Bugarinović, Jovana P.; Pešić, Marko S.; Damljanović, Ivan S.; Stevanović, Dragana D.; Mihailović, Vladimir B.; Katanić, Jelena; Bogdanović, Goran A.

(2018)

TY  - JOUR
AU  - Pejović, Anka
AU  - Minić, Aleksandra
AU  - Bugarinović, Jovana P.
AU  - Pešić, Marko S.
AU  - Damljanović, Ivan S.
AU  - Stevanović, Dragana D.
AU  - Mihailović, Vladimir B.
AU  - Katanić, Jelena
AU  - Bogdanović, Goran A.
PY  - 2018
UR  - https://linkinghub.elsevier.com/retrieve/pii/S0277538718305394
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/7884
AB  - A new series of ferrocene-containing thiazolylpyrazoles – 3-ferrocenyl-2-pyrazolyl-1,3-thiazolidin-4-ones have been synthesized using convenient one-pot three component condensation. Twelve newly synthesized compounds were fully characterized by spectroscopic (IR and NMR) and electrochemical methods (cyclic voltammetry). Single crystal X-ray structure analysis were undertaken on two compounds. The twelve novel ferrocene derivatives were also evaluated for antimicrobial activity. The results showed moderate antimicrobial activity of synthesized compounds with better effect on Candida albicans and Gram-negative bacteria than Gram-positive bacterial strains. © 2018 Elsevier Ltd
T2  - Polyhedron
T1  - Synthesis, characterization and antimicrobial activity of novel 3-ferrocenyl-2-pyrazolyl-1,3-thiazolidin-4-ones
VL  - 155
SP  - 382
EP  - 389
DO  - 10.1016/j.poly.2018.08.071
ER  - 
@article{
author = "Pejović, Anka and Minić, Aleksandra and Bugarinović, Jovana P. and Pešić, Marko S. and Damljanović, Ivan S. and Stevanović, Dragana D. and Mihailović, Vladimir B. and Katanić, Jelena and Bogdanović, Goran A.",
year = "2018",
abstract = "A new series of ferrocene-containing thiazolylpyrazoles – 3-ferrocenyl-2-pyrazolyl-1,3-thiazolidin-4-ones have been synthesized using convenient one-pot three component condensation. Twelve newly synthesized compounds were fully characterized by spectroscopic (IR and NMR) and electrochemical methods (cyclic voltammetry). Single crystal X-ray structure analysis were undertaken on two compounds. The twelve novel ferrocene derivatives were also evaluated for antimicrobial activity. The results showed moderate antimicrobial activity of synthesized compounds with better effect on Candida albicans and Gram-negative bacteria than Gram-positive bacterial strains. © 2018 Elsevier Ltd",
journal = "Polyhedron",
title = "Synthesis, characterization and antimicrobial activity of novel 3-ferrocenyl-2-pyrazolyl-1,3-thiazolidin-4-ones",
volume = "155",
pages = "382-389",
doi = "10.1016/j.poly.2018.08.071"
}
Pejović, A., Minić, A., Bugarinović, J. P., Pešić, M. S., Damljanović, I. S., Stevanović, D. D., Mihailović, V. B., Katanić, J.,& Bogdanović, G. A.. (2018). Synthesis, characterization and antimicrobial activity of novel 3-ferrocenyl-2-pyrazolyl-1,3-thiazolidin-4-ones. in Polyhedron, 155, 382-389.
https://doi.org/10.1016/j.poly.2018.08.071
Pejović A, Minić A, Bugarinović JP, Pešić MS, Damljanović IS, Stevanović DD, Mihailović VB, Katanić J, Bogdanović GA. Synthesis, characterization and antimicrobial activity of novel 3-ferrocenyl-2-pyrazolyl-1,3-thiazolidin-4-ones. in Polyhedron. 2018;155:382-389.
doi:10.1016/j.poly.2018.08.071 .
Pejović, Anka, Minić, Aleksandra, Bugarinović, Jovana P., Pešić, Marko S., Damljanović, Ivan S., Stevanović, Dragana D., Mihailović, Vladimir B., Katanić, Jelena, Bogdanović, Goran A., "Synthesis, characterization and antimicrobial activity of novel 3-ferrocenyl-2-pyrazolyl-1,3-thiazolidin-4-ones" in Polyhedron, 155 (2018):382-389,
https://doi.org/10.1016/j.poly.2018.08.071 . .
1
15
12
15

Newly Synthesized Heteronuclear Ruthenium(II)/Ferrocene Complexes Suppress the Growth of Mammary Carcinoma in 4T1-Treated BALB/c Mice by Promoting Activation of Antitumor Immunity

Milutinović, Milan M.; Čanović, Petar P.; Stevanović, Dragana D.; Masnikosa, Romana; Vraneš, Milan; Tot, Aleksandar; Zarić, Milan M.; Marković-Simović, Bojana; Misirkić-Marjanović, Maja; Vučićević, Ljubica; Savić, Maja; Jakovljević, Vladimir Lj.; Trajković, Vladimir S.; Volarević, Vladislav; Kanjevac, Tatjana; Rilak Simović, Ana

(2018)

TY  - JOUR
AU  - Milutinović, Milan M.
AU  - Čanović, Petar P.
AU  - Stevanović, Dragana D.
AU  - Masnikosa, Romana
AU  - Vraneš, Milan
AU  - Tot, Aleksandar
AU  - Zarić, Milan M.
AU  - Marković-Simović, Bojana
AU  - Misirkić-Marjanović, Maja
AU  - Vučićević, Ljubica
AU  - Savić, Maja
AU  - Jakovljević, Vladimir Lj.
AU  - Trajković, Vladimir S.
AU  - Volarević, Vladislav
AU  - Kanjevac, Tatjana
AU  - Rilak Simović, Ana
PY  - 2018
UR  - http://pubs.acs.org/doi/10.1021/acs.organomet.8b00604
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/7967
AB  - The two new heterometallic Ru(II)-tpy/ferrocene complexes [Ru(tpy)Cl2(mtefc)] (1) and [Ru(tpy)Cl2(mtpfc)] (2) (where tpy = 2,2′:6′,2′′-terpyridine, mtefc = (2-(methylthio)ethyl)ferrocene, and mtpfc = (3-(methylthio)propyl)ferrocene) have been synthesized and then characterized through elemental analysis, followed by various spectroscopic (IR, UV-vis, 1D and 2D NMR) and mass spectrometric techniques (MALDI TOF and ESI Q-TOF MS). UV-vis and fluorescence spectroscopy and viscometry were employed to study the interactions of the complexes 1 and 2 with calf thymus DNA. Both 1 and 2 expelled ethidium bromide (EB) from the EB/DNA complex (Ksv = (1.5-1.8) × 104 M-1), which suggested that the complexes intercalated into the double helix of DNA. Both complexes strongly quenched the fluorescence of tryptophan residues in serum albumin through both static and dynamic quenching. Molecular docking confirmed the intercalative mode of complex interaction with DNA. The docking results implied that 1 and 2 interacted with hydrophobic residues of albumin, particularly with those lying in the proximity of Tyr 160. We here demonstrate the high cytotoxic potential of complexes 1 and 2 against the breast cancer cells that originated either from humans (MDA-MB-231) or from mice (4T1), with apoptosis being the main mechanism of complex-induced cell death. It is worth noting that both complexes promoted activation of innate and acquired antitumor immunity, which contributed to the reduced growth and progression of mammary carcinoma in vivo. Copyright © 2018 American Chemical Society.
T2  - Organometallics
T1  - Newly Synthesized Heteronuclear Ruthenium(II)/Ferrocene Complexes Suppress the Growth of Mammary Carcinoma in 4T1-Treated BALB/c Mice by Promoting Activation of Antitumor Immunity
VL  - 37
IS  - 22
SP  - 4250
EP  - 4266
DO  - 10.1021/acs.organomet.8b00604
ER  - 
@article{
author = "Milutinović, Milan M. and Čanović, Petar P. and Stevanović, Dragana D. and Masnikosa, Romana and Vraneš, Milan and Tot, Aleksandar and Zarić, Milan M. and Marković-Simović, Bojana and Misirkić-Marjanović, Maja and Vučićević, Ljubica and Savić, Maja and Jakovljević, Vladimir Lj. and Trajković, Vladimir S. and Volarević, Vladislav and Kanjevac, Tatjana and Rilak Simović, Ana",
year = "2018",
abstract = "The two new heterometallic Ru(II)-tpy/ferrocene complexes [Ru(tpy)Cl2(mtefc)] (1) and [Ru(tpy)Cl2(mtpfc)] (2) (where tpy = 2,2′:6′,2′′-terpyridine, mtefc = (2-(methylthio)ethyl)ferrocene, and mtpfc = (3-(methylthio)propyl)ferrocene) have been synthesized and then characterized through elemental analysis, followed by various spectroscopic (IR, UV-vis, 1D and 2D NMR) and mass spectrometric techniques (MALDI TOF and ESI Q-TOF MS). UV-vis and fluorescence spectroscopy and viscometry were employed to study the interactions of the complexes 1 and 2 with calf thymus DNA. Both 1 and 2 expelled ethidium bromide (EB) from the EB/DNA complex (Ksv = (1.5-1.8) × 104 M-1), which suggested that the complexes intercalated into the double helix of DNA. Both complexes strongly quenched the fluorescence of tryptophan residues in serum albumin through both static and dynamic quenching. Molecular docking confirmed the intercalative mode of complex interaction with DNA. The docking results implied that 1 and 2 interacted with hydrophobic residues of albumin, particularly with those lying in the proximity of Tyr 160. We here demonstrate the high cytotoxic potential of complexes 1 and 2 against the breast cancer cells that originated either from humans (MDA-MB-231) or from mice (4T1), with apoptosis being the main mechanism of complex-induced cell death. It is worth noting that both complexes promoted activation of innate and acquired antitumor immunity, which contributed to the reduced growth and progression of mammary carcinoma in vivo. Copyright © 2018 American Chemical Society.",
journal = "Organometallics",
title = "Newly Synthesized Heteronuclear Ruthenium(II)/Ferrocene Complexes Suppress the Growth of Mammary Carcinoma in 4T1-Treated BALB/c Mice by Promoting Activation of Antitumor Immunity",
volume = "37",
number = "22",
pages = "4250-4266",
doi = "10.1021/acs.organomet.8b00604"
}
Milutinović, M. M., Čanović, P. P., Stevanović, D. D., Masnikosa, R., Vraneš, M., Tot, A., Zarić, M. M., Marković-Simović, B., Misirkić-Marjanović, M., Vučićević, L., Savić, M., Jakovljević, V. Lj., Trajković, V. S., Volarević, V., Kanjevac, T.,& Rilak Simović, A.. (2018). Newly Synthesized Heteronuclear Ruthenium(II)/Ferrocene Complexes Suppress the Growth of Mammary Carcinoma in 4T1-Treated BALB/c Mice by Promoting Activation of Antitumor Immunity. in Organometallics, 37(22), 4250-4266.
https://doi.org/10.1021/acs.organomet.8b00604
Milutinović MM, Čanović PP, Stevanović DD, Masnikosa R, Vraneš M, Tot A, Zarić MM, Marković-Simović B, Misirkić-Marjanović M, Vučićević L, Savić M, Jakovljević VL, Trajković VS, Volarević V, Kanjevac T, Rilak Simović A. Newly Synthesized Heteronuclear Ruthenium(II)/Ferrocene Complexes Suppress the Growth of Mammary Carcinoma in 4T1-Treated BALB/c Mice by Promoting Activation of Antitumor Immunity. in Organometallics. 2018;37(22):4250-4266.
doi:10.1021/acs.organomet.8b00604 .
Milutinović, Milan M., Čanović, Petar P., Stevanović, Dragana D., Masnikosa, Romana, Vraneš, Milan, Tot, Aleksandar, Zarić, Milan M., Marković-Simović, Bojana, Misirkić-Marjanović, Maja, Vučićević, Ljubica, Savić, Maja, Jakovljević, Vladimir Lj., Trajković, Vladimir S., Volarević, Vladislav, Kanjevac, Tatjana, Rilak Simović, Ana, "Newly Synthesized Heteronuclear Ruthenium(II)/Ferrocene Complexes Suppress the Growth of Mammary Carcinoma in 4T1-Treated BALB/c Mice by Promoting Activation of Antitumor Immunity" in Organometallics, 37, no. 22 (2018):4250-4266,
https://doi.org/10.1021/acs.organomet.8b00604 . .
4
24
14
21

Synthesis of novel 4-ferrocenyl-1,2,3,4-tetrahydroquinolines and 4-ferrocenylquinolines via alpha-ferrocenyl carbenium ions as key intermediates

Minić, Aleksandra; Stevanović, Dragana D.; Vukićević, Mirjana; Bogdanović, Goran A.; D'hooghe, Matthias; Radulović, Niko S.; Vukićević, Rastko D.

(2017)

TY  - JOUR
AU  - Minić, Aleksandra
AU  - Stevanović, Dragana D.
AU  - Vukićević, Mirjana
AU  - Bogdanović, Goran A.
AU  - D'hooghe, Matthias
AU  - Radulović, Niko S.
AU  - Vukićević, Rastko D.
PY  - 2017
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/1797
AB  - A series of novel 4-ferrocenyl-1,2,3,4-tetrahydroquinolines were synthesized in high-to-excellent yields (up to 99%) starting from the corresponding ferrocenoylethyl aryl amines. These Mannich bases were reduced (NaBH4) to the corresponding 3-(arylamino)-1-ferrocenylpropan-1-ols and submitted to an intramolecular cyclization prompted by acetic acid, proceeding via the corresponding alpha-ferrocenyl carbenium ion intermediates. Subsequently, the obtained tetrahydroquinolines were smoothly oxidized (aromatized) by means of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) to provide the corresponding 4-ferrocenylquinolines (up to 93%). (C) 2017 Elsevier Ltd. All rights reserved.
T2  - Tetrahedron
T1  - Synthesis of novel 4-ferrocenyl-1,2,3,4-tetrahydroquinolines and 4-ferrocenylquinolines via alpha-ferrocenyl carbenium ions as key intermediates
VL  - 73
IS  - 44
SP  - 6268
EP  - 6274
DO  - 10.1016/j.tet.2017.09.014
ER  - 
@article{
author = "Minić, Aleksandra and Stevanović, Dragana D. and Vukićević, Mirjana and Bogdanović, Goran A. and D'hooghe, Matthias and Radulović, Niko S. and Vukićević, Rastko D.",
year = "2017",
abstract = "A series of novel 4-ferrocenyl-1,2,3,4-tetrahydroquinolines were synthesized in high-to-excellent yields (up to 99%) starting from the corresponding ferrocenoylethyl aryl amines. These Mannich bases were reduced (NaBH4) to the corresponding 3-(arylamino)-1-ferrocenylpropan-1-ols and submitted to an intramolecular cyclization prompted by acetic acid, proceeding via the corresponding alpha-ferrocenyl carbenium ion intermediates. Subsequently, the obtained tetrahydroquinolines were smoothly oxidized (aromatized) by means of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) to provide the corresponding 4-ferrocenylquinolines (up to 93%). (C) 2017 Elsevier Ltd. All rights reserved.",
journal = "Tetrahedron",
title = "Synthesis of novel 4-ferrocenyl-1,2,3,4-tetrahydroquinolines and 4-ferrocenylquinolines via alpha-ferrocenyl carbenium ions as key intermediates",
volume = "73",
number = "44",
pages = "6268-6274",
doi = "10.1016/j.tet.2017.09.014"
}
Minić, A., Stevanović, D. D., Vukićević, M., Bogdanović, G. A., D'hooghe, M., Radulović, N. S.,& Vukićević, R. D.. (2017). Synthesis of novel 4-ferrocenyl-1,2,3,4-tetrahydroquinolines and 4-ferrocenylquinolines via alpha-ferrocenyl carbenium ions as key intermediates. in Tetrahedron, 73(44), 6268-6274.
https://doi.org/10.1016/j.tet.2017.09.014
Minić A, Stevanović DD, Vukićević M, Bogdanović GA, D'hooghe M, Radulović NS, Vukićević RD. Synthesis of novel 4-ferrocenyl-1,2,3,4-tetrahydroquinolines and 4-ferrocenylquinolines via alpha-ferrocenyl carbenium ions as key intermediates. in Tetrahedron. 2017;73(44):6268-6274.
doi:10.1016/j.tet.2017.09.014 .
Minić, Aleksandra, Stevanović, Dragana D., Vukićević, Mirjana, Bogdanović, Goran A., D'hooghe, Matthias, Radulović, Niko S., Vukićević, Rastko D., "Synthesis of novel 4-ferrocenyl-1,2,3,4-tetrahydroquinolines and 4-ferrocenylquinolines via alpha-ferrocenyl carbenium ions as key intermediates" in Tetrahedron, 73, no. 44 (2017):6268-6274,
https://doi.org/10.1016/j.tet.2017.09.014 . .
18
11
13

Synthesis, characterization and antimicrobial activity of novel ferrocene containing quinolines: 2-ferrocenyl-4-methoxyquinolines, 1-benzyl-2-ferrocenyl-2,3-dihydroquinolin-4(1H)-ones and 1-benzyl-2-ferrocenylquinolin-4(1H)-ones

Pejović, Anka; Damljanović, Ivan S.; Stevanović, Dragana D.; Minić, Aleksandra; Jovanović, Jovana P.; Mihailović, Vladimir B.; Katanić, Jelena; Bogdanović, Goran A.

(2017)

TY  - JOUR
AU  - Pejović, Anka
AU  - Damljanović, Ivan S.
AU  - Stevanović, Dragana D.
AU  - Minić, Aleksandra
AU  - Jovanović, Jovana P.
AU  - Mihailović, Vladimir B.
AU  - Katanić, Jelena
AU  - Bogdanović, Goran A.
PY  - 2017
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/1686
AB  - A three new series of the ferrocene containing quinolines - 2-ferrocenyl-4-methoxyquinolines, 1benzyl- 2-ferrocenyl-2,3-dihydroquinolin-4(1H)-ones and 1-benzyl-2-ferrocenylquinolin-4(1H)-ones - were synthesized in order to test their in vitro antimicrobial activity against six strains of bacteria and one fungal/yeast strain. It has been shown that all 21 quinolines are completely inactive against the Gram-positive bacteria at tested dose, while their activities on the other strains were noteworthy. All new compounds were characterized by the IR and NMR spectral data, and their electrochemical properties were investigated by the cyclic voltammetry. The X-ray crystal structure of one of the representative quinolin-4(1H)-ones is also presented. (C) 2017 Elsevier B.V. All rights reserved.
T2  - Journal of Organometallic Chemistry
T1  - Synthesis, characterization and antimicrobial activity of novel ferrocene containing quinolines: 2-ferrocenyl-4-methoxyquinolines, 1-benzyl-2-ferrocenyl-2,3-dihydroquinolin-4(1H)-ones and 1-benzyl-2-ferrocenylquinolin-4(1H)-ones
VL  - 846
SP  - 6
EP  - 17
DO  - 10.1016/j.jorganchem.2017.05.051
ER  - 
@article{
author = "Pejović, Anka and Damljanović, Ivan S. and Stevanović, Dragana D. and Minić, Aleksandra and Jovanović, Jovana P. and Mihailović, Vladimir B. and Katanić, Jelena and Bogdanović, Goran A.",
year = "2017",
abstract = "A three new series of the ferrocene containing quinolines - 2-ferrocenyl-4-methoxyquinolines, 1benzyl- 2-ferrocenyl-2,3-dihydroquinolin-4(1H)-ones and 1-benzyl-2-ferrocenylquinolin-4(1H)-ones - were synthesized in order to test their in vitro antimicrobial activity against six strains of bacteria and one fungal/yeast strain. It has been shown that all 21 quinolines are completely inactive against the Gram-positive bacteria at tested dose, while their activities on the other strains were noteworthy. All new compounds were characterized by the IR and NMR spectral data, and their electrochemical properties were investigated by the cyclic voltammetry. The X-ray crystal structure of one of the representative quinolin-4(1H)-ones is also presented. (C) 2017 Elsevier B.V. All rights reserved.",
journal = "Journal of Organometallic Chemistry",
title = "Synthesis, characterization and antimicrobial activity of novel ferrocene containing quinolines: 2-ferrocenyl-4-methoxyquinolines, 1-benzyl-2-ferrocenyl-2,3-dihydroquinolin-4(1H)-ones and 1-benzyl-2-ferrocenylquinolin-4(1H)-ones",
volume = "846",
pages = "6-17",
doi = "10.1016/j.jorganchem.2017.05.051"
}
Pejović, A., Damljanović, I. S., Stevanović, D. D., Minić, A., Jovanović, J. P., Mihailović, V. B., Katanić, J.,& Bogdanović, G. A.. (2017). Synthesis, characterization and antimicrobial activity of novel ferrocene containing quinolines: 2-ferrocenyl-4-methoxyquinolines, 1-benzyl-2-ferrocenyl-2,3-dihydroquinolin-4(1H)-ones and 1-benzyl-2-ferrocenylquinolin-4(1H)-ones. in Journal of Organometallic Chemistry, 846, 6-17.
https://doi.org/10.1016/j.jorganchem.2017.05.051
Pejović A, Damljanović IS, Stevanović DD, Minić A, Jovanović JP, Mihailović VB, Katanić J, Bogdanović GA. Synthesis, characterization and antimicrobial activity of novel ferrocene containing quinolines: 2-ferrocenyl-4-methoxyquinolines, 1-benzyl-2-ferrocenyl-2,3-dihydroquinolin-4(1H)-ones and 1-benzyl-2-ferrocenylquinolin-4(1H)-ones. in Journal of Organometallic Chemistry. 2017;846:6-17.
doi:10.1016/j.jorganchem.2017.05.051 .
Pejović, Anka, Damljanović, Ivan S., Stevanović, Dragana D., Minić, Aleksandra, Jovanović, Jovana P., Mihailović, Vladimir B., Katanić, Jelena, Bogdanović, Goran A., "Synthesis, characterization and antimicrobial activity of novel ferrocene containing quinolines: 2-ferrocenyl-4-methoxyquinolines, 1-benzyl-2-ferrocenyl-2,3-dihydroquinolin-4(1H)-ones and 1-benzyl-2-ferrocenylquinolin-4(1H)-ones" in Journal of Organometallic Chemistry, 846 (2017):6-17,
https://doi.org/10.1016/j.jorganchem.2017.05.051 . .
1
15
8
12

Ferrier rearrangement promoted by an electrochemically generated zirconium catalyst

Stevanović, Dragana D.; Pejović, Anka; Damljanović, Ivan S.; Minić, Aleksandra; Bogdanović, Goran A.; Vukićević, Mirjana; Radulović, Niko S.; Vukićević, Rastko D.

(2015)

TY  - JOUR
AU  - Stevanović, Dragana D.
AU  - Pejović, Anka
AU  - Damljanović, Ivan S.
AU  - Minić, Aleksandra
AU  - Bogdanović, Goran A.
AU  - Vukićević, Mirjana
AU  - Radulović, Niko S.
AU  - Vukićević, Rastko D.
PY  - 2015
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/489
AB  - In situ generated zirconium catalyst from a sacrificial zirconium anode was successfully applied to promote Ferrier rearrangement of 3,4,5-tri-O-acetyl-D-glucal and 6-deoxy-3,4-di-O-acetyl-L-glucal (3,4-di- O-acetyl-L-rhamnal) in the presence of three thiols and eleven thiophenols as nucleophiles. A simple constant current electrolysis (20 mA, 0.4 F mol(-1)) of an acetonitrile solution of lithium perchlorate (0.1 M) containing the corresponding glycal and S-nucleophiles, using a zirconium anode and a platinum cathode resulted in the successful synthesis of the corresponding 2,3-unsaturated peracetylated thioglycosides (with an average anomer ratio alpha/beta-4.129 in the case of peracetylated D-glucal and 8.740 in the case of L-rhamnal). The same procedure proved to be appropriate in synthesizing dihydropyran derivatives (C-glycosides) using allyltrimethylsilane as the nucleophile (only alpha-anomers were obtained). All new compounds were fully characterized by spectral data, whereas single-crystal X-ray analysis was performed for two thioglycosides. (C) 2015 Elsevier Ltd. All rights reserved.
T2  - Carbohydrate Research
T1  - Ferrier rearrangement promoted by an electrochemically generated zirconium catalyst
VL  - 407
SP  - 111
EP  - 121
DO  - 10.1016/j.carres.2015.02.001
ER  - 
@article{
author = "Stevanović, Dragana D. and Pejović, Anka and Damljanović, Ivan S. and Minić, Aleksandra and Bogdanović, Goran A. and Vukićević, Mirjana and Radulović, Niko S. and Vukićević, Rastko D.",
year = "2015",
abstract = "In situ generated zirconium catalyst from a sacrificial zirconium anode was successfully applied to promote Ferrier rearrangement of 3,4,5-tri-O-acetyl-D-glucal and 6-deoxy-3,4-di-O-acetyl-L-glucal (3,4-di- O-acetyl-L-rhamnal) in the presence of three thiols and eleven thiophenols as nucleophiles. A simple constant current electrolysis (20 mA, 0.4 F mol(-1)) of an acetonitrile solution of lithium perchlorate (0.1 M) containing the corresponding glycal and S-nucleophiles, using a zirconium anode and a platinum cathode resulted in the successful synthesis of the corresponding 2,3-unsaturated peracetylated thioglycosides (with an average anomer ratio alpha/beta-4.129 in the case of peracetylated D-glucal and 8.740 in the case of L-rhamnal). The same procedure proved to be appropriate in synthesizing dihydropyran derivatives (C-glycosides) using allyltrimethylsilane as the nucleophile (only alpha-anomers were obtained). All new compounds were fully characterized by spectral data, whereas single-crystal X-ray analysis was performed for two thioglycosides. (C) 2015 Elsevier Ltd. All rights reserved.",
journal = "Carbohydrate Research",
title = "Ferrier rearrangement promoted by an electrochemically generated zirconium catalyst",
volume = "407",
pages = "111-121",
doi = "10.1016/j.carres.2015.02.001"
}
Stevanović, D. D., Pejović, A., Damljanović, I. S., Minić, A., Bogdanović, G. A., Vukićević, M., Radulović, N. S.,& Vukićević, R. D.. (2015). Ferrier rearrangement promoted by an electrochemically generated zirconium catalyst. in Carbohydrate Research, 407, 111-121.
https://doi.org/10.1016/j.carres.2015.02.001
Stevanović DD, Pejović A, Damljanović IS, Minić A, Bogdanović GA, Vukićević M, Radulović NS, Vukićević RD. Ferrier rearrangement promoted by an electrochemically generated zirconium catalyst. in Carbohydrate Research. 2015;407:111-121.
doi:10.1016/j.carres.2015.02.001 .
Stevanović, Dragana D., Pejović, Anka, Damljanović, Ivan S., Minić, Aleksandra, Bogdanović, Goran A., Vukićević, Mirjana, Radulović, Niko S., Vukićević, Rastko D., "Ferrier rearrangement promoted by an electrochemically generated zirconium catalyst" in Carbohydrate Research, 407 (2015):111-121,
https://doi.org/10.1016/j.carres.2015.02.001 . .
9
8
10

Synthesis of ferrocene-containing six-membered cyclic ureas via alpha-ferrocenyl carbocations

Minić, Aleksandra; Stevanović, Dragana D.; Damljanović, Ivan S.; Pejović, Anka; Vukićević, Mirjana; Bogdanović, Goran A.; Radulović, Niko S.; Vukićević, Rastko D.

(2015)

TY  - JOUR
AU  - Minić, Aleksandra
AU  - Stevanović, Dragana D.
AU  - Damljanović, Ivan S.
AU  - Pejović, Anka
AU  - Vukićević, Mirjana
AU  - Bogdanović, Goran A.
AU  - Radulović, Niko S.
AU  - Vukićević, Rastko D.
PY  - 2015
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/456
AB  - A series of ferrocene-containing six-membered cyclic ureas (1-aryl-4-ferrocenyl-3-phenyltetrahydropyrimidin-2(1H)-ones) was synthesized (in high-to-excellent yields) by reacting the corresponding amino-propanols with phenyl isocyanate and the subsequent intramolecular cyclization of the thus obtained beta-hydroxy ureas (prompted by acetic acid), via an alpha-ferrocenyl carbocation.
T2  - RSC Advances
T1  - Synthesis of ferrocene-containing six-membered cyclic ureas via alpha-ferrocenyl carbocations
VL  - 5
IS  - 32
SP  - 24915
EP  - 24919
DO  - 10.1039/c5ra01383f
ER  - 
@article{
author = "Minić, Aleksandra and Stevanović, Dragana D. and Damljanović, Ivan S. and Pejović, Anka and Vukićević, Mirjana and Bogdanović, Goran A. and Radulović, Niko S. and Vukićević, Rastko D.",
year = "2015",
abstract = "A series of ferrocene-containing six-membered cyclic ureas (1-aryl-4-ferrocenyl-3-phenyltetrahydropyrimidin-2(1H)-ones) was synthesized (in high-to-excellent yields) by reacting the corresponding amino-propanols with phenyl isocyanate and the subsequent intramolecular cyclization of the thus obtained beta-hydroxy ureas (prompted by acetic acid), via an alpha-ferrocenyl carbocation.",
journal = "RSC Advances",
title = "Synthesis of ferrocene-containing six-membered cyclic ureas via alpha-ferrocenyl carbocations",
volume = "5",
number = "32",
pages = "24915-24919",
doi = "10.1039/c5ra01383f"
}
Minić, A., Stevanović, D. D., Damljanović, I. S., Pejović, A., Vukićević, M., Bogdanović, G. A., Radulović, N. S.,& Vukićević, R. D.. (2015). Synthesis of ferrocene-containing six-membered cyclic ureas via alpha-ferrocenyl carbocations. in RSC Advances, 5(32), 24915-24919.
https://doi.org/10.1039/c5ra01383f
Minić A, Stevanović DD, Damljanović IS, Pejović A, Vukićević M, Bogdanović GA, Radulović NS, Vukićević RD. Synthesis of ferrocene-containing six-membered cyclic ureas via alpha-ferrocenyl carbocations. in RSC Advances. 2015;5(32):24915-24919.
doi:10.1039/c5ra01383f .
Minić, Aleksandra, Stevanović, Dragana D., Damljanović, Ivan S., Pejović, Anka, Vukićević, Mirjana, Bogdanović, Goran A., Radulović, Niko S., Vukićević, Rastko D., "Synthesis of ferrocene-containing six-membered cyclic ureas via alpha-ferrocenyl carbocations" in RSC Advances, 5, no. 32 (2015):24915-24919,
https://doi.org/10.1039/c5ra01383f . .
17
12
13

Electrochemical generation of a catalyst for Мichael addition of dicarbonyl compounds and cyanide anion to acryloylferrocene

Stevanović, Dragana; Pejović, Anka; Damljanović, Ivan S.; Vukićević, Mirjana; Novaković, Slađana B.; Bogdanović, Goran A.; Vukićević, Rastko

(2015)

TY  - JOUR
AU  - Stevanović, Dragana
AU  - Pejović, Anka
AU  - Damljanović, Ivan S.
AU  - Vukićević, Mirjana
AU  - Novaković, Slađana B.
AU  - Bogdanović, Goran A.
AU  - Vukićević, Rastko
PY  - 2015
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/11003
AB  - Michael addition of diethyl malonate, ethyl acetoacetate, acetylacetone, and cyanide anion to acryloylferrocene promoted by a catalyst in situ generated from a sacrificial zirconium anode is described. Most of the obtained compounds were identified by comparison of their spectral and physical data with those published elsewhere, whereas the only newly synthesized compound - diethyl 2,2-bis(3-ferrocenyl-3-oxopropyl)malonate - was completely characterized by spectral (IR, 1H- and 13C-NMR), physical and crystallographic (single-crystal X-ray) data.
AB  - Opisana je Majklova adicija dietil-malonata, etil-acetoacetata, acetilacetona i cijanidnog anjona na akriloilferocen pomoću katalizatora generisanog in situ sa rastvorne anode od cirkonijuma. Većina dobijenih jedinjenja je identifikovana poređenjem njihovih fizičkih i spektroskopskih podataka sa literaturnim, a jedino novo jedinjenje je potpuno opisano spektroskopskim (IR, 1H- i 13C-NMR) i fizičkim podacima, kao i podacima iz kristalografske analize X-zracima.
T2  - Facta universitatis - series: Physics, Chemistry and Technology
T1  - Electrochemical generation of a catalyst for Мichael addition of dicarbonyl compounds and cyanide anion to acryloylferrocene
T1  - Elektrohemijsko generisanje katalizatora za Majklovu adiciju dikarbonilnih jedinjenja i cijanida na akriloilferocen
VL  - 13
IS  - 2
SP  - 67
EP  - 76
DO  - 10.2298/FUPCT1502067S
ER  - 
@article{
author = "Stevanović, Dragana and Pejović, Anka and Damljanović, Ivan S. and Vukićević, Mirjana and Novaković, Slađana B. and Bogdanović, Goran A. and Vukićević, Rastko",
year = "2015",
abstract = "Michael addition of diethyl malonate, ethyl acetoacetate, acetylacetone, and cyanide anion to acryloylferrocene promoted by a catalyst in situ generated from a sacrificial zirconium anode is described. Most of the obtained compounds were identified by comparison of their spectral and physical data with those published elsewhere, whereas the only newly synthesized compound - diethyl 2,2-bis(3-ferrocenyl-3-oxopropyl)malonate - was completely characterized by spectral (IR, 1H- and 13C-NMR), physical and crystallographic (single-crystal X-ray) data., Opisana je Majklova adicija dietil-malonata, etil-acetoacetata, acetilacetona i cijanidnog anjona na akriloilferocen pomoću katalizatora generisanog in situ sa rastvorne anode od cirkonijuma. Većina dobijenih jedinjenja je identifikovana poređenjem njihovih fizičkih i spektroskopskih podataka sa literaturnim, a jedino novo jedinjenje je potpuno opisano spektroskopskim (IR, 1H- i 13C-NMR) i fizičkim podacima, kao i podacima iz kristalografske analize X-zracima.",
journal = "Facta universitatis - series: Physics, Chemistry and Technology",
title = "Electrochemical generation of a catalyst for Мichael addition of dicarbonyl compounds and cyanide anion to acryloylferrocene, Elektrohemijsko generisanje katalizatora za Majklovu adiciju dikarbonilnih jedinjenja i cijanida na akriloilferocen",
volume = "13",
number = "2",
pages = "67-76",
doi = "10.2298/FUPCT1502067S"
}
Stevanović, D., Pejović, A., Damljanović, I. S., Vukićević, M., Novaković, S. B., Bogdanović, G. A.,& Vukićević, R.. (2015). Electrochemical generation of a catalyst for Мichael addition of dicarbonyl compounds and cyanide anion to acryloylferrocene. in Facta universitatis - series: Physics, Chemistry and Technology, 13(2), 67-76.
https://doi.org/10.2298/FUPCT1502067S
Stevanović D, Pejović A, Damljanović IS, Vukićević M, Novaković SB, Bogdanović GA, Vukićević R. Electrochemical generation of a catalyst for Мichael addition of dicarbonyl compounds and cyanide anion to acryloylferrocene. in Facta universitatis - series: Physics, Chemistry and Technology. 2015;13(2):67-76.
doi:10.2298/FUPCT1502067S .
Stevanović, Dragana, Pejović, Anka, Damljanović, Ivan S., Vukićević, Mirjana, Novaković, Slađana B., Bogdanović, Goran A., Vukićević, Rastko, "Electrochemical generation of a catalyst for Мichael addition of dicarbonyl compounds and cyanide anion to acryloylferrocene" in Facta universitatis - series: Physics, Chemistry and Technology, 13, no. 2 (2015):67-76,
https://doi.org/10.2298/FUPCT1502067S . .
1

The palladium(II) complex of N,N-diethyl-1-ferrocenyl-3-thiabutanamine: synthesis, solution and solid state structure and catalytic activity in Suzuki-Miyaura reaction

Damljanović, Ivan S.; Stevanović, Dragana D.; Pejović, Anka; Ilic, Danijela; Živković, Marija D.; Jovanović, Jovana P.; Vukićević, Mirjana; Bogdanović, Goran A.; Radulović, Niko S.; Vukićević, Rastko D.

(2014)

TY  - JOUR
AU  - Damljanović, Ivan S.
AU  - Stevanović, Dragana D.
AU  - Pejović, Anka
AU  - Ilic, Danijela
AU  - Živković, Marija D.
AU  - Jovanović, Jovana P.
AU  - Vukićević, Mirjana
AU  - Bogdanović, Goran A.
AU  - Radulović, Niko S.
AU  - Vukićević, Rastko D.
PY  - 2014
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/193
AB  - In this paper we wish to present the first results on the synthesis of N, N-diethyl-1-ferrocenyl-3-thiabutanamine, its coordination with palladium(II), the complete characterization of the thus obtained complex (including single crystal X-ray analysis for the complex in two polymorphic forms) and screening of its catalytic activity in Suzuki-Miyaura coupling of phenylboronic acid with several aryl bromides. The complex, either purified and then added to the reaction mixture or generated in situ, proved to be an excellent precatalyst in Suzuki-Miyaura coupling. The chemical behavior of the complex in solution was assessed by detailed NMR analyses and cyclic voltammetry measurements which allowed us to draw a number of mechanistic conclusions.
T2  - RSC Advances
T1  - The palladium(II) complex of N,N-diethyl-1-ferrocenyl-3-thiabutanamine: synthesis, solution and solid state structure and catalytic activity in Suzuki-Miyaura reaction
VL  - 4
IS  - 82
SP  - 43792
EP  - 43799
DO  - 10.1039/c4ra08140d
ER  - 
@article{
author = "Damljanović, Ivan S. and Stevanović, Dragana D. and Pejović, Anka and Ilic, Danijela and Živković, Marija D. and Jovanović, Jovana P. and Vukićević, Mirjana and Bogdanović, Goran A. and Radulović, Niko S. and Vukićević, Rastko D.",
year = "2014",
abstract = "In this paper we wish to present the first results on the synthesis of N, N-diethyl-1-ferrocenyl-3-thiabutanamine, its coordination with palladium(II), the complete characterization of the thus obtained complex (including single crystal X-ray analysis for the complex in two polymorphic forms) and screening of its catalytic activity in Suzuki-Miyaura coupling of phenylboronic acid with several aryl bromides. The complex, either purified and then added to the reaction mixture or generated in situ, proved to be an excellent precatalyst in Suzuki-Miyaura coupling. The chemical behavior of the complex in solution was assessed by detailed NMR analyses and cyclic voltammetry measurements which allowed us to draw a number of mechanistic conclusions.",
journal = "RSC Advances",
title = "The palladium(II) complex of N,N-diethyl-1-ferrocenyl-3-thiabutanamine: synthesis, solution and solid state structure and catalytic activity in Suzuki-Miyaura reaction",
volume = "4",
number = "82",
pages = "43792-43799",
doi = "10.1039/c4ra08140d"
}
Damljanović, I. S., Stevanović, D. D., Pejović, A., Ilic, D., Živković, M. D., Jovanović, J. P., Vukićević, M., Bogdanović, G. A., Radulović, N. S.,& Vukićević, R. D.. (2014). The palladium(II) complex of N,N-diethyl-1-ferrocenyl-3-thiabutanamine: synthesis, solution and solid state structure and catalytic activity in Suzuki-Miyaura reaction. in RSC Advances, 4(82), 43792-43799.
https://doi.org/10.1039/c4ra08140d
Damljanović IS, Stevanović DD, Pejović A, Ilic D, Živković MD, Jovanović JP, Vukićević M, Bogdanović GA, Radulović NS, Vukićević RD. The palladium(II) complex of N,N-diethyl-1-ferrocenyl-3-thiabutanamine: synthesis, solution and solid state structure and catalytic activity in Suzuki-Miyaura reaction. in RSC Advances. 2014;4(82):43792-43799.
doi:10.1039/c4ra08140d .
Damljanović, Ivan S., Stevanović, Dragana D., Pejović, Anka, Ilic, Danijela, Živković, Marija D., Jovanović, Jovana P., Vukićević, Mirjana, Bogdanović, Goran A., Radulović, Niko S., Vukićević, Rastko D., "The palladium(II) complex of N,N-diethyl-1-ferrocenyl-3-thiabutanamine: synthesis, solution and solid state structure and catalytic activity in Suzuki-Miyaura reaction" in RSC Advances, 4, no. 82 (2014):43792-43799,
https://doi.org/10.1039/c4ra08140d . .
7
6
7

New ferrocene containing 3-(arylthio)propan-1-ones: Synthesis, spectral characterization and crystal structure of 3-[(4-chlorophenyl)thio]-1-ferrocenylpropan-1-one, 3-[(4-chlorophenyl)thio]-1-ferrocenyl-3-phenylpropan-1-one and 3-[(4-chlorophenyl)thio]-3-ferrocenyl-1-phenylpropan-1-one

Stevanović, Dragana D.; Bogdanović, Goran A.; Vukićević, Rastko D.

(2014)

TY  - JOUR
AU  - Stevanović, Dragana D.
AU  - Bogdanović, Goran A.
AU  - Vukićević, Rastko D.
PY  - 2014
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/98
AB  - Three series of ferrocene containing 3-(arylthio)propan-1-ones (each of eight examples) have been synthesized by thia-Michael addition of the corresponding thiophenols to acryloylferrocene, 1-ferroceny1-3-phenylprop-2-en-1-one and 3-ferrocenyl-1-phenylprop-2-en-1-one promoted by the catalyst generated from a sacrificial zirconium anode. All the newly synthesized compounds (16 in total) were characterized by spectral data, whereas single crystal X-ray structure analysis was performed for 3-[(4-chlorophenyl)thio]-1-ferrocenylpropan-1-one (1h), 3-[(4-chlorophenyl)thio]-1-ferrocenyl-3-phenylpropan-1 one (2h) and 3-[(4-chlorophenyl)thio]-3-ferrocenyl-1-phenylpropan-1-one (3h). Molecular geometry and structural characteristics of three thiaketones (1h, 2h and 3h) were analysed and compared in detail. It was found that all three molecules do not form classical H-bonds and pi center dot center dot center dot pi interactions (regardless of the presence of 3 or 4 aromatic rings per a molecule). However, all three crystal structures abound in intermolecular C-H center dot center dot center dot pi interactions while 2h and 3h in addition form intramolecular C-H center dot center dot center dot pi as only evident interaction within the molecules. (C) 2013 Elsevier Ltd. All rights reserved.
T2  - Polyhedron
T1  - New ferrocene containing 3-(arylthio)propan-1-ones: Synthesis, spectral characterization and crystal structure of 3-[(4-chlorophenyl)thio]-1-ferrocenylpropan-1-one, 3-[(4-chlorophenyl)thio]-1-ferrocenyl-3-phenylpropan-1-one and 3-[(4-chlorophenyl)thio]-3-ferrocenyl-1-phenylpropan-1-one
VL  - 80
IS  - SI
SP  - 10
EP  - 19
DO  - 10.1016/j.poly.2013.12.012
ER  - 
@article{
author = "Stevanović, Dragana D. and Bogdanović, Goran A. and Vukićević, Rastko D.",
year = "2014",
abstract = "Three series of ferrocene containing 3-(arylthio)propan-1-ones (each of eight examples) have been synthesized by thia-Michael addition of the corresponding thiophenols to acryloylferrocene, 1-ferroceny1-3-phenylprop-2-en-1-one and 3-ferrocenyl-1-phenylprop-2-en-1-one promoted by the catalyst generated from a sacrificial zirconium anode. All the newly synthesized compounds (16 in total) were characterized by spectral data, whereas single crystal X-ray structure analysis was performed for 3-[(4-chlorophenyl)thio]-1-ferrocenylpropan-1-one (1h), 3-[(4-chlorophenyl)thio]-1-ferrocenyl-3-phenylpropan-1 one (2h) and 3-[(4-chlorophenyl)thio]-3-ferrocenyl-1-phenylpropan-1-one (3h). Molecular geometry and structural characteristics of three thiaketones (1h, 2h and 3h) were analysed and compared in detail. It was found that all three molecules do not form classical H-bonds and pi center dot center dot center dot pi interactions (regardless of the presence of 3 or 4 aromatic rings per a molecule). However, all three crystal structures abound in intermolecular C-H center dot center dot center dot pi interactions while 2h and 3h in addition form intramolecular C-H center dot center dot center dot pi as only evident interaction within the molecules. (C) 2013 Elsevier Ltd. All rights reserved.",
journal = "Polyhedron",
title = "New ferrocene containing 3-(arylthio)propan-1-ones: Synthesis, spectral characterization and crystal structure of 3-[(4-chlorophenyl)thio]-1-ferrocenylpropan-1-one, 3-[(4-chlorophenyl)thio]-1-ferrocenyl-3-phenylpropan-1-one and 3-[(4-chlorophenyl)thio]-3-ferrocenyl-1-phenylpropan-1-one",
volume = "80",
number = "SI",
pages = "10-19",
doi = "10.1016/j.poly.2013.12.012"
}
Stevanović, D. D., Bogdanović, G. A.,& Vukićević, R. D.. (2014). New ferrocene containing 3-(arylthio)propan-1-ones: Synthesis, spectral characterization and crystal structure of 3-[(4-chlorophenyl)thio]-1-ferrocenylpropan-1-one, 3-[(4-chlorophenyl)thio]-1-ferrocenyl-3-phenylpropan-1-one and 3-[(4-chlorophenyl)thio]-3-ferrocenyl-1-phenylpropan-1-one. in Polyhedron, 80(SI), 10-19.
https://doi.org/10.1016/j.poly.2013.12.012
Stevanović DD, Bogdanović GA, Vukićević RD. New ferrocene containing 3-(arylthio)propan-1-ones: Synthesis, spectral characterization and crystal structure of 3-[(4-chlorophenyl)thio]-1-ferrocenylpropan-1-one, 3-[(4-chlorophenyl)thio]-1-ferrocenyl-3-phenylpropan-1-one and 3-[(4-chlorophenyl)thio]-3-ferrocenyl-1-phenylpropan-1-one. in Polyhedron. 2014;80(SI):10-19.
doi:10.1016/j.poly.2013.12.012 .
Stevanović, Dragana D., Bogdanović, Goran A., Vukićević, Rastko D., "New ferrocene containing 3-(arylthio)propan-1-ones: Synthesis, spectral characterization and crystal structure of 3-[(4-chlorophenyl)thio]-1-ferrocenylpropan-1-one, 3-[(4-chlorophenyl)thio]-1-ferrocenyl-3-phenylpropan-1-one and 3-[(4-chlorophenyl)thio]-3-ferrocenyl-1-phenylpropan-1-one" in Polyhedron, 80, no. SI (2014):10-19,
https://doi.org/10.1016/j.poly.2013.12.012 . .
1
1
1

Discovery of anxiolytic 2-ferrocenyl-1,3-thiazolidin-4-ones exerting GABA(A) receptor interaction via the benzodiazepine-binding site

Pejović, Anka; Denic, Marija S.; Stevanović, Dragana D.; Damljanović, Ivan S.; Vukićević, Mirjana; Kostova, Kalina; Tavlinova-Kirilova, Maya; Randjelovi, Pavle; Stojanović, Nikola M.; Bogdanović, Goran A.; Blagojevic, Polina; D'hooghe, Matthias; Radulović, Niko S.; Vukićević, Rastko D.

(2014)

TY  - JOUR
AU  - Pejović, Anka
AU  - Denic, Marija S.
AU  - Stevanović, Dragana D.
AU  - Damljanović, Ivan S.
AU  - Vukićević, Mirjana
AU  - Kostova, Kalina
AU  - Tavlinova-Kirilova, Maya
AU  - Randjelovi, Pavle
AU  - Stojanović, Nikola M.
AU  - Bogdanović, Goran A.
AU  - Blagojevic, Polina
AU  - D'hooghe, Matthias
AU  - Radulović, Niko S.
AU  - Vukićević, Rastko D.
PY  - 2014
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/76
AB  - Herein, we report on the synthesis, spectral, crystallographic and electrochemical properties of a small library of N-substituted 2-ferrocenyl-1,3-thiazolidin-4-ones, designed as novel GABA(A) benzodiazepine-binding site ligands. The anxiolytic properties of the title compounds were evaluated in several different in vivo models, whereas the involvement of the GABAA receptor complex in the activity of the most potent compound, 2-ferrocenyl-3-(4-methoxyphenylethyl)-1,3-thiazolidin-4-one, was inferred from experiments with known GABA(A)-targeting agents. Ligand docking experiments revealed that the high, dose-dependent, anxiolytic activity of the new compounds might be due to their favorable interactions with the benzodiazepine-binding site of the GABA(A) receptor complex. The incorporation of the ferrocene core and fine tuning of the distance between the thiazolidinone core and an additional aromatic ring were judged to be crucial structural requirements for the observed anxiolytic effect. (C) 2014 Elsevier Masson SAS. All rights reserved.
T2  - European Journal of Medicinal Chemistry
T1  - Discovery of anxiolytic 2-ferrocenyl-1,3-thiazolidin-4-ones exerting GABA(A) receptor interaction via the benzodiazepine-binding site
VL  - 83
SP  - 57
EP  - 73
DO  - 10.1016/j.ejmech.2014.05.062
ER  - 
@article{
author = "Pejović, Anka and Denic, Marija S. and Stevanović, Dragana D. and Damljanović, Ivan S. and Vukićević, Mirjana and Kostova, Kalina and Tavlinova-Kirilova, Maya and Randjelovi, Pavle and Stojanović, Nikola M. and Bogdanović, Goran A. and Blagojevic, Polina and D'hooghe, Matthias and Radulović, Niko S. and Vukićević, Rastko D.",
year = "2014",
abstract = "Herein, we report on the synthesis, spectral, crystallographic and electrochemical properties of a small library of N-substituted 2-ferrocenyl-1,3-thiazolidin-4-ones, designed as novel GABA(A) benzodiazepine-binding site ligands. The anxiolytic properties of the title compounds were evaluated in several different in vivo models, whereas the involvement of the GABAA receptor complex in the activity of the most potent compound, 2-ferrocenyl-3-(4-methoxyphenylethyl)-1,3-thiazolidin-4-one, was inferred from experiments with known GABA(A)-targeting agents. Ligand docking experiments revealed that the high, dose-dependent, anxiolytic activity of the new compounds might be due to their favorable interactions with the benzodiazepine-binding site of the GABA(A) receptor complex. The incorporation of the ferrocene core and fine tuning of the distance between the thiazolidinone core and an additional aromatic ring were judged to be crucial structural requirements for the observed anxiolytic effect. (C) 2014 Elsevier Masson SAS. All rights reserved.",
journal = "European Journal of Medicinal Chemistry",
title = "Discovery of anxiolytic 2-ferrocenyl-1,3-thiazolidin-4-ones exerting GABA(A) receptor interaction via the benzodiazepine-binding site",
volume = "83",
pages = "57-73",
doi = "10.1016/j.ejmech.2014.05.062"
}
Pejović, A., Denic, M. S., Stevanović, D. D., Damljanović, I. S., Vukićević, M., Kostova, K., Tavlinova-Kirilova, M., Randjelovi, P., Stojanović, N. M., Bogdanović, G. A., Blagojevic, P., D'hooghe, M., Radulović, N. S.,& Vukićević, R. D.. (2014). Discovery of anxiolytic 2-ferrocenyl-1,3-thiazolidin-4-ones exerting GABA(A) receptor interaction via the benzodiazepine-binding site. in European Journal of Medicinal Chemistry, 83, 57-73.
https://doi.org/10.1016/j.ejmech.2014.05.062
Pejović A, Denic MS, Stevanović DD, Damljanović IS, Vukićević M, Kostova K, Tavlinova-Kirilova M, Randjelovi P, Stojanović NM, Bogdanović GA, Blagojevic P, D'hooghe M, Radulović NS, Vukićević RD. Discovery of anxiolytic 2-ferrocenyl-1,3-thiazolidin-4-ones exerting GABA(A) receptor interaction via the benzodiazepine-binding site. in European Journal of Medicinal Chemistry. 2014;83:57-73.
doi:10.1016/j.ejmech.2014.05.062 .
Pejović, Anka, Denic, Marija S., Stevanović, Dragana D., Damljanović, Ivan S., Vukićević, Mirjana, Kostova, Kalina, Tavlinova-Kirilova, Maya, Randjelovi, Pavle, Stojanović, Nikola M., Bogdanović, Goran A., Blagojevic, Polina, D'hooghe, Matthias, Radulović, Niko S., Vukićević, Rastko D., "Discovery of anxiolytic 2-ferrocenyl-1,3-thiazolidin-4-ones exerting GABA(A) receptor interaction via the benzodiazepine-binding site" in European Journal of Medicinal Chemistry, 83 (2014):57-73,
https://doi.org/10.1016/j.ejmech.2014.05.062 . .
28
22
25

Synthesis, characterization, and antimicrobial evaluation of a small library of ferrocene-containing acetoacetates and phenyl analogs: the discovery of a potent anticandidal agent

Radulović, Niko S.; Mladenovic, Marko Z.; Stojanovic-Radic, Zorica; Bogdanović, Goran A.; Stevanović, Dragana D.; Vukićević, Rastko D.

(2014)

TY  - JOUR
AU  - Radulović, Niko S.
AU  - Mladenovic, Marko Z.
AU  - Stojanovic-Radic, Zorica
AU  - Bogdanović, Goran A.
AU  - Stevanović, Dragana D.
AU  - Vukićević, Rastko D.
PY  - 2014
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/6064
AB  - A library of 16 2-substituted methyl acetoacetates containing ferrocenyl or phenyl units was designed to disclose differences in the antimicrobial activity of ferrocene-containing compounds and their phenyl analogs. Two methyl acetoacetates, whose structures do not contain an aromatic nucleus, were also included in order to probe the inherent activity of the scaffold itself. The acetoacetates were synthesized (low-to-good yields) and fully characterized by spectral (MS, IR, UV-Vis, 1D and 2D NMR) and electrochemical (cyclic voltammetry) techniques. Single-crystal X-ray analysis has been performed for methyl 2-acetyl-2-(ferrocenylmethyl)-5-methylhex-4-enoate. All compounds have demonstrated in vitro antimicrobial activity against six bacterial (three Gram-positive and three Gram-negative) and two fungal strains with minimal inhibitory concentration values of 0.0050-20.6 . The most active compound was 2-acetyl-2-(ferrocenylmethyl)-4-methylpent-4-enoate whose activity was comparable to that of nystatin against the yeast Candida albicans. Agglomerative hierarchical clustering statistical analysis of the antimicrobial assay data demonstrated that ferrocene-containing compounds have statistically different and greater antimicrobial activity when compared to their phenyl analogs.
T2  - Molecular Diversity
T1  - Synthesis, characterization, and antimicrobial evaluation of a small library of ferrocene-containing acetoacetates and phenyl analogs: the discovery of a potent anticandidal agent
VL  - 18
IS  - 3
SP  - 497
EP  - 510
DO  - 10.1007/s11030-014-9511-0
ER  - 
@article{
author = "Radulović, Niko S. and Mladenovic, Marko Z. and Stojanovic-Radic, Zorica and Bogdanović, Goran A. and Stevanović, Dragana D. and Vukićević, Rastko D.",
year = "2014",
abstract = "A library of 16 2-substituted methyl acetoacetates containing ferrocenyl or phenyl units was designed to disclose differences in the antimicrobial activity of ferrocene-containing compounds and their phenyl analogs. Two methyl acetoacetates, whose structures do not contain an aromatic nucleus, were also included in order to probe the inherent activity of the scaffold itself. The acetoacetates were synthesized (low-to-good yields) and fully characterized by spectral (MS, IR, UV-Vis, 1D and 2D NMR) and electrochemical (cyclic voltammetry) techniques. Single-crystal X-ray analysis has been performed for methyl 2-acetyl-2-(ferrocenylmethyl)-5-methylhex-4-enoate. All compounds have demonstrated in vitro antimicrobial activity against six bacterial (three Gram-positive and three Gram-negative) and two fungal strains with minimal inhibitory concentration values of 0.0050-20.6 . The most active compound was 2-acetyl-2-(ferrocenylmethyl)-4-methylpent-4-enoate whose activity was comparable to that of nystatin against the yeast Candida albicans. Agglomerative hierarchical clustering statistical analysis of the antimicrobial assay data demonstrated that ferrocene-containing compounds have statistically different and greater antimicrobial activity when compared to their phenyl analogs.",
journal = "Molecular Diversity",
title = "Synthesis, characterization, and antimicrobial evaluation of a small library of ferrocene-containing acetoacetates and phenyl analogs: the discovery of a potent anticandidal agent",
volume = "18",
number = "3",
pages = "497-510",
doi = "10.1007/s11030-014-9511-0"
}
Radulović, N. S., Mladenovic, M. Z., Stojanovic-Radic, Z., Bogdanović, G. A., Stevanović, D. D.,& Vukićević, R. D.. (2014). Synthesis, characterization, and antimicrobial evaluation of a small library of ferrocene-containing acetoacetates and phenyl analogs: the discovery of a potent anticandidal agent. in Molecular Diversity, 18(3), 497-510.
https://doi.org/10.1007/s11030-014-9511-0
Radulović NS, Mladenovic MZ, Stojanovic-Radic Z, Bogdanović GA, Stevanović DD, Vukićević RD. Synthesis, characterization, and antimicrobial evaluation of a small library of ferrocene-containing acetoacetates and phenyl analogs: the discovery of a potent anticandidal agent. in Molecular Diversity. 2014;18(3):497-510.
doi:10.1007/s11030-014-9511-0 .
Radulović, Niko S., Mladenovic, Marko Z., Stojanovic-Radic, Zorica, Bogdanović, Goran A., Stevanović, Dragana D., Vukićević, Rastko D., "Synthesis, characterization, and antimicrobial evaluation of a small library of ferrocene-containing acetoacetates and phenyl analogs: the discovery of a potent anticandidal agent" in Molecular Diversity, 18, no. 3 (2014):497-510,
https://doi.org/10.1007/s11030-014-9511-0 . .
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Synthesis, characterization, and nucleophilic substitutions of dimethyl(2-ferrocenoylethyl)sulfonium iodide

Pejović, Anka; Damljanović, Ivan S.; Stevanović, Dragana D.; Ilic, Danijela; Vukićević, Mirjana; Bogdanović, Goran A.; Vukićević, Rastko D.

(2013)

TY  - JOUR
AU  - Pejović, Anka
AU  - Damljanović, Ivan S.
AU  - Stevanović, Dragana D.
AU  - Ilic, Danijela
AU  - Vukićević, Mirjana
AU  - Bogdanović, Goran A.
AU  - Vukićević, Rastko D.
PY  - 2013
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/5623
AB  - Dimethyl(2-ferrocenoylethyl)sulfonium iodide was synthesized by reacting 1-ferroceny1-4-thiapentan-1-one with iodomethane and characterized from spectral data and single crystal X-ray structure analysis. This compound was capable of reacting with different N-, S-, and O-nucleophiles giving the corresponding beta-functionalized ferrocene-containing ketones. Furthermore, dimethyl sulfide can be displaced from the dimethyl(2-ferrocenoylethyl)sulfonium ion with cyanide or carbanions derived from 1,3-bifunctional compounds and nitropropane, leading to products with a new carbon-carbon bond. (C) 2013 Elsevier Ltd. All rights reserved.
T2  - Tetrahedron Letters
T1  - Synthesis, characterization, and nucleophilic substitutions of dimethyl(2-ferrocenoylethyl)sulfonium iodide
VL  - 54
IS  - 35
SP  - 4776
EP  - 4780
DO  - 10.1016/j.tetlet.2013.06.130
ER  - 
@article{
author = "Pejović, Anka and Damljanović, Ivan S. and Stevanović, Dragana D. and Ilic, Danijela and Vukićević, Mirjana and Bogdanović, Goran A. and Vukićević, Rastko D.",
year = "2013",
abstract = "Dimethyl(2-ferrocenoylethyl)sulfonium iodide was synthesized by reacting 1-ferroceny1-4-thiapentan-1-one with iodomethane and characterized from spectral data and single crystal X-ray structure analysis. This compound was capable of reacting with different N-, S-, and O-nucleophiles giving the corresponding beta-functionalized ferrocene-containing ketones. Furthermore, dimethyl sulfide can be displaced from the dimethyl(2-ferrocenoylethyl)sulfonium ion with cyanide or carbanions derived from 1,3-bifunctional compounds and nitropropane, leading to products with a new carbon-carbon bond. (C) 2013 Elsevier Ltd. All rights reserved.",
journal = "Tetrahedron Letters",
title = "Synthesis, characterization, and nucleophilic substitutions of dimethyl(2-ferrocenoylethyl)sulfonium iodide",
volume = "54",
number = "35",
pages = "4776-4780",
doi = "10.1016/j.tetlet.2013.06.130"
}
Pejović, A., Damljanović, I. S., Stevanović, D. D., Ilic, D., Vukićević, M., Bogdanović, G. A.,& Vukićević, R. D.. (2013). Synthesis, characterization, and nucleophilic substitutions of dimethyl(2-ferrocenoylethyl)sulfonium iodide. in Tetrahedron Letters, 54(35), 4776-4780.
https://doi.org/10.1016/j.tetlet.2013.06.130
Pejović A, Damljanović IS, Stevanović DD, Ilic D, Vukićević M, Bogdanović GA, Vukićević RD. Synthesis, characterization, and nucleophilic substitutions of dimethyl(2-ferrocenoylethyl)sulfonium iodide. in Tetrahedron Letters. 2013;54(35):4776-4780.
doi:10.1016/j.tetlet.2013.06.130 .
Pejović, Anka, Damljanović, Ivan S., Stevanović, Dragana D., Ilic, Danijela, Vukićević, Mirjana, Bogdanović, Goran A., Vukićević, Rastko D., "Synthesis, characterization, and nucleophilic substitutions of dimethyl(2-ferrocenoylethyl)sulfonium iodide" in Tetrahedron Letters, 54, no. 35 (2013):4776-4780,
https://doi.org/10.1016/j.tetlet.2013.06.130 . .
5
3
4

Anodic generation of a zirconium catalyst for Ferrier rearrangement and hetero Michael addition

Stevanović, Dragana D.; Pejović, Anka; Damljanović, Ivan S.; Vukićević, Mirjana; Bogdanović, Goran A.; Vukićević, Rastko D.

(2012)

TY  - JOUR
AU  - Stevanović, Dragana D.
AU  - Pejović, Anka
AU  - Damljanović, Ivan S.
AU  - Vukićević, Mirjana
AU  - Bogdanović, Goran A.
AU  - Vukićević, Rastko D.
PY  - 2012
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/5163
AB  - An efficient catalyst for Ferrier rearrangement and hetero-Michael addition was successfully generated from a sacrificial zirconium anode into media containing reactants for these reactions. Thus, the catalyst generated, successfully promoted the allylic rearrangement of peracetylated D-glucal in the presence of a suitable S-nucleophile, giving the corresponding 2,3-unsaturated D-glucopyranose (pseudoglycal) in good to high yields. This catalyst was also shown to be capable of promoting hetero-Michael conjugate addition of S- and N-nucleophiles to the carbon-carbon double bond of methyl vinyl ketone, resulting in new carbon-sulfur and carbon-nitrogen bond formation. (C) 2012 Elsevier Ltd. All rights reserved.
T2  - Tetrahedron Letters
T1  - Anodic generation of a zirconium catalyst for Ferrier rearrangement and hetero Michael addition
VL  - 53
IS  - 46
SP  - 6257
EP  - 6260
DO  - 10.1016/j.tetlet.2012.09.023
ER  - 
@article{
author = "Stevanović, Dragana D. and Pejović, Anka and Damljanović, Ivan S. and Vukićević, Mirjana and Bogdanović, Goran A. and Vukićević, Rastko D.",
year = "2012",
abstract = "An efficient catalyst for Ferrier rearrangement and hetero-Michael addition was successfully generated from a sacrificial zirconium anode into media containing reactants for these reactions. Thus, the catalyst generated, successfully promoted the allylic rearrangement of peracetylated D-glucal in the presence of a suitable S-nucleophile, giving the corresponding 2,3-unsaturated D-glucopyranose (pseudoglycal) in good to high yields. This catalyst was also shown to be capable of promoting hetero-Michael conjugate addition of S- and N-nucleophiles to the carbon-carbon double bond of methyl vinyl ketone, resulting in new carbon-sulfur and carbon-nitrogen bond formation. (C) 2012 Elsevier Ltd. All rights reserved.",
journal = "Tetrahedron Letters",
title = "Anodic generation of a zirconium catalyst for Ferrier rearrangement and hetero Michael addition",
volume = "53",
number = "46",
pages = "6257-6260",
doi = "10.1016/j.tetlet.2012.09.023"
}
Stevanović, D. D., Pejović, A., Damljanović, I. S., Vukićević, M., Bogdanović, G. A.,& Vukićević, R. D.. (2012). Anodic generation of a zirconium catalyst for Ferrier rearrangement and hetero Michael addition. in Tetrahedron Letters, 53(46), 6257-6260.
https://doi.org/10.1016/j.tetlet.2012.09.023
Stevanović DD, Pejović A, Damljanović IS, Vukićević M, Bogdanović GA, Vukićević RD. Anodic generation of a zirconium catalyst for Ferrier rearrangement and hetero Michael addition. in Tetrahedron Letters. 2012;53(46):6257-6260.
doi:10.1016/j.tetlet.2012.09.023 .
Stevanović, Dragana D., Pejović, Anka, Damljanović, Ivan S., Vukićević, Mirjana, Bogdanović, Goran A., Vukićević, Rastko D., "Anodic generation of a zirconium catalyst for Ferrier rearrangement and hetero Michael addition" in Tetrahedron Letters, 53, no. 46 (2012):6257-6260,
https://doi.org/10.1016/j.tetlet.2012.09.023 . .
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