Cyclic voltammetry study of (5-ethoxycarbonylmethylidene-4-oxothiazolidin-2-ylidene)-N-phenylethanamide
Abstract
As a continuation of our ongoing project on electrochemical properties of push-pull 5-substituted 2-alkylidene-4-oxothiazolidines (1a) differing in substituent R at C5-position and electron withdrawing group (EWG), we nave investigated the electrochemical behaviour of (5-etoxycarbonylmethylidene-4-oxothiazolidin-2-ylidene)-N-phenylethanamide 1a (R: =CHCO2Et; EWG: CONHPh), consisting as a (2E,5Z)/(2Z,5Z) mixture, by cyclic voltammetry in polar as well as non-polar solvent (0.1 M TBAHFP in DMSO and CHCl3, respectively). Cyclic voltammetry at stationary electrode was employed to characterize the electron transfer steps. Based on electrochemical criteria and correlation with the DigiSim simulations, an ECE mechanism, involving two electrochemical steps and one isomerisation step, was suggested.
Source:
Russian Journal of Physical Chemistry A, 2009, 83, 9, 1571-1576Publisher:
- Maik Nauka/Interperiodica/Springer, New York
Funding / projects:
- Tiazolidni i sintetički analozi: reaktivnost, primena i biološka aktivnost (RS-MESTD-MPN2006-2010-142007)
DOI: 10.1134/S0036024409090283
ISSN: 0036-0244
WoS: 000269314100028
Scopus: 2-s2.0-69249220397
Collections
Institution/Community
Hemijski fakultet / Faculty of ChemistryTY - JOUR AU - Cekic-Laskovic, I. AU - Minić, Dragica M. AU - Baranac-Stojanović, Marija AU - Marković, R. AU - Volanschi, E. PY - 2009 UR - https://cherry.chem.bg.ac.rs/handle/123456789/1009 AB - As a continuation of our ongoing project on electrochemical properties of push-pull 5-substituted 2-alkylidene-4-oxothiazolidines (1a) differing in substituent R at C5-position and electron withdrawing group (EWG), we nave investigated the electrochemical behaviour of (5-etoxycarbonylmethylidene-4-oxothiazolidin-2-ylidene)-N-phenylethanamide 1a (R: =CHCO2Et; EWG: CONHPh), consisting as a (2E,5Z)/(2Z,5Z) mixture, by cyclic voltammetry in polar as well as non-polar solvent (0.1 M TBAHFP in DMSO and CHCl3, respectively). Cyclic voltammetry at stationary electrode was employed to characterize the electron transfer steps. Based on electrochemical criteria and correlation with the DigiSim simulations, an ECE mechanism, involving two electrochemical steps and one isomerisation step, was suggested. PB - Maik Nauka/Interperiodica/Springer, New York T2 - Russian Journal of Physical Chemistry A T1 - Cyclic voltammetry study of (5-ethoxycarbonylmethylidene-4-oxothiazolidin-2-ylidene)-N-phenylethanamide VL - 83 IS - 9 SP - 1571 EP - 1576 DO - 10.1134/S0036024409090283 ER -
@article{ author = "Cekic-Laskovic, I. and Minić, Dragica M. and Baranac-Stojanović, Marija and Marković, R. and Volanschi, E.", year = "2009", abstract = "As a continuation of our ongoing project on electrochemical properties of push-pull 5-substituted 2-alkylidene-4-oxothiazolidines (1a) differing in substituent R at C5-position and electron withdrawing group (EWG), we nave investigated the electrochemical behaviour of (5-etoxycarbonylmethylidene-4-oxothiazolidin-2-ylidene)-N-phenylethanamide 1a (R: =CHCO2Et; EWG: CONHPh), consisting as a (2E,5Z)/(2Z,5Z) mixture, by cyclic voltammetry in polar as well as non-polar solvent (0.1 M TBAHFP in DMSO and CHCl3, respectively). Cyclic voltammetry at stationary electrode was employed to characterize the electron transfer steps. Based on electrochemical criteria and correlation with the DigiSim simulations, an ECE mechanism, involving two electrochemical steps and one isomerisation step, was suggested.", publisher = "Maik Nauka/Interperiodica/Springer, New York", journal = "Russian Journal of Physical Chemistry A", title = "Cyclic voltammetry study of (5-ethoxycarbonylmethylidene-4-oxothiazolidin-2-ylidene)-N-phenylethanamide", volume = "83", number = "9", pages = "1571-1576", doi = "10.1134/S0036024409090283" }
Cekic-Laskovic, I., Minić, D. M., Baranac-Stojanović, M., Marković, R.,& Volanschi, E.. (2009). Cyclic voltammetry study of (5-ethoxycarbonylmethylidene-4-oxothiazolidin-2-ylidene)-N-phenylethanamide. in Russian Journal of Physical Chemistry A Maik Nauka/Interperiodica/Springer, New York., 83(9), 1571-1576. https://doi.org/10.1134/S0036024409090283
Cekic-Laskovic I, Minić DM, Baranac-Stojanović M, Marković R, Volanschi E. Cyclic voltammetry study of (5-ethoxycarbonylmethylidene-4-oxothiazolidin-2-ylidene)-N-phenylethanamide. in Russian Journal of Physical Chemistry A. 2009;83(9):1571-1576. doi:10.1134/S0036024409090283 .
Cekic-Laskovic, I., Minić, Dragica M., Baranac-Stojanović, Marija, Marković, R., Volanschi, E., "Cyclic voltammetry study of (5-ethoxycarbonylmethylidene-4-oxothiazolidin-2-ylidene)-N-phenylethanamide" in Russian Journal of Physical Chemistry A, 83, no. 9 (2009):1571-1576, https://doi.org/10.1134/S0036024409090283 . .