Synthesis, structural and electrochemical characterization of novel 1,3-ketoureas bearing a ferrocenyl group
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2018
Contributors
Minić, Aleksandra
Jovanović, Jovana P.

Bogdanović, Goran A.

Pejović, Anka

Radulović, Niko
Damljanović, Ivan S.

Stevanović, Dragana D.

Article (Published version)

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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.
Keywords:
Ferrocene / 1,3-Ketoureas derivatives / Solvent-free synthesis / Catalyst-free synthesis / Crystal structureSource:
Polyhedron, 2018, 141, 343-351Funding / projects:
- Novel Electrochemical and Chemical Methods in Synthesis of Organic Compounds of Interest for Medicine and Material Chemistry (RS-172034)
- Rational design and synthesis of biologically active and coordination compounds and functional materials, relevant for (bio)nanotechnology (RS-172035)
DOI: 10.1016/j.poly.2017.12.018
ISSN: 0277-5387
WoS: 000424961200044
Scopus: 2-s2.0-85039944060
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VinčaTY - 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 . .