Minić, Aleksandra

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orcid::0000-0003-3902-2736
  • Minić, Aleksandra (14)
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Author's Bibliography

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 . .
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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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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 . .
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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 . .
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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

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
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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 . .
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