Integrated Study of the Dinitrobenzene Electroreduction Mechanism by Electroanalytical and Computational Methods
Electroreduction of 1,2-, 1,3-, and 1,4-dinitrobenzenes in DMF has been investigated by a set of experimental (cyclic voltammetry, chronoamperometry, and controlled potential electrolysis) and theoretical methods (digital simulation and quantum chemical calculations). The transformation of only one...
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Format: | Article |
Language: | English |
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Wiley
2011-01-01
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Series: | International Journal of Electrochemistry |
Online Access: | http://dx.doi.org/10.4061/2011/346043 |
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author | Andrey S. Mendkovich Mikhail A. Syroeshkin Ludmila V. Mikhalchenko Mikhail N. Mikhailov Alexander I. Rusakov Vadim P. Gul'tyai |
author_facet | Andrey S. Mendkovich Mikhail A. Syroeshkin Ludmila V. Mikhalchenko Mikhail N. Mikhailov Alexander I. Rusakov Vadim P. Gul'tyai |
author_sort | Andrey S. Mendkovich |
collection | DOAJ |
description | Electroreduction of 1,2-, 1,3-, and 1,4-dinitrobenzenes in DMF has been investigated by a set of experimental (cyclic voltammetry, chronoamperometry, and controlled potential electrolysis) and theoretical methods (digital simulation and quantum chemical calculations). The transformation of only one nitro group is observed in the presence of proton donors. The process selectivity is provided by reactions of radical anions' intermediate products. The key reactions here are protonation of radical anions of nitrosonitrobenzenes and N-O bond cleavage in radical anions of N-(nitrophenyl)-hydroxylamines. |
format | Article |
id | doaj-art-4beac61ef8844d95906fd12aff36985b |
institution | Kabale University |
issn | 2090-3537 |
language | English |
publishDate | 2011-01-01 |
publisher | Wiley |
record_format | Article |
series | International Journal of Electrochemistry |
spelling | doaj-art-4beac61ef8844d95906fd12aff36985b2025-02-03T01:00:02ZengWileyInternational Journal of Electrochemistry2090-35372011-01-01201110.4061/2011/346043346043Integrated Study of the Dinitrobenzene Electroreduction Mechanism by Electroanalytical and Computational MethodsAndrey S. Mendkovich0Mikhail A. Syroeshkin1Ludmila V. Mikhalchenko2Mikhail N. Mikhailov3Alexander I. Rusakov4Vadim P. Gul'tyai5N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow 199991, RussiaN.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow 199991, RussiaN.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow 199991, RussiaN.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow 199991, RussiaP.G. Demidov Yaroslavl State University, Yaroslavl 150000, RussiaN.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow 199991, RussiaElectroreduction of 1,2-, 1,3-, and 1,4-dinitrobenzenes in DMF has been investigated by a set of experimental (cyclic voltammetry, chronoamperometry, and controlled potential electrolysis) and theoretical methods (digital simulation and quantum chemical calculations). The transformation of only one nitro group is observed in the presence of proton donors. The process selectivity is provided by reactions of radical anions' intermediate products. The key reactions here are protonation of radical anions of nitrosonitrobenzenes and N-O bond cleavage in radical anions of N-(nitrophenyl)-hydroxylamines.http://dx.doi.org/10.4061/2011/346043 |
spellingShingle | Andrey S. Mendkovich Mikhail A. Syroeshkin Ludmila V. Mikhalchenko Mikhail N. Mikhailov Alexander I. Rusakov Vadim P. Gul'tyai Integrated Study of the Dinitrobenzene Electroreduction Mechanism by Electroanalytical and Computational Methods International Journal of Electrochemistry |
title | Integrated Study of the Dinitrobenzene Electroreduction Mechanism by Electroanalytical and Computational Methods |
title_full | Integrated Study of the Dinitrobenzene Electroreduction Mechanism by Electroanalytical and Computational Methods |
title_fullStr | Integrated Study of the Dinitrobenzene Electroreduction Mechanism by Electroanalytical and Computational Methods |
title_full_unstemmed | Integrated Study of the Dinitrobenzene Electroreduction Mechanism by Electroanalytical and Computational Methods |
title_short | Integrated Study of the Dinitrobenzene Electroreduction Mechanism by Electroanalytical and Computational Methods |
title_sort | integrated study of the dinitrobenzene electroreduction mechanism by electroanalytical and computational methods |
url | http://dx.doi.org/10.4061/2011/346043 |
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