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Dimerization and protonation reactions of nitrosonitrobenzenes radical anions Научная публикация

Журнал Russian Journal of Electrochemistry
ISSN: 1023-1935 , E-ISSN: 1608-3342
Вых. Данные Год: 2011, Том: 47, Номер: 11, Страницы: 1205-1210 Страниц : 6 DOI: 10.1134/s1023193511110127
Авторы Mikhal’chenko L.V. 1 , Syroeshkin M.A. 1 , Leonova M.Yu. 1 , Mendkovich A.S. 1 , Rusakov A.I. 2 , Gul’tyai V.P. 1
Организации
1 Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia
2 Yaroslavl State University, Yaroslavl, Russia

Реферат: The electrochemical behavior of 2-, 3-, and 4-nitrosonitrobenzenes (NNB) in DMF (with Bu4NClO4 suppoting salt) in the presence and in the absence of different proton donors (water, phenol, benzoic, acetic, chloroacetic, and sulfuric acids) is studied by the methods of cyclic voltammetry, chronoamperometry and also by electrolysis at the controlled potential. The electrochemical reduction of these compounds is shown to preferentially afford either monomeric (N-nitrophenylhydroxylamines) or dimeric (azoxy compounds) products, which is determined by the interplay between reactions of protonation and dimerization of NNB radical anions. The dimerization reactions proceed fast and reversibly to afford the corresponding dimeric dianions with the basicity much higher as compared with NNB radical anions as the result of which the monomeric products are formed in the presence of “strong” proton donors and the dimeric products form in the presence of “weak” proton donors. Like the effective rate of formation of dimeric products, the basicity of radical anions increases in the row 4- < 3- < 2-NNB.
Библиографическая ссылка: Mikhal’chenko L.V. , Syroeshkin M.A. , Leonova M.Y. , Mendkovich A.S. , Rusakov A.I. , Gul’tyai V.P.
Dimerization and protonation reactions of nitrosonitrobenzenes radical anions
Russian Journal of Electrochemistry. 2011. V.47. N11. P.1205-1210. DOI: 10.1134/s1023193511110127 WOS Scopus OpenAlex
Идентификаторы БД:
Web of science: WOS:000297738000002
Scopus: 2-s2.0-83455177150
OpenAlex: W2038349830
Цитирование в БД:
БД Цитирований
OpenAlex 6
Scopus 7
Web of science 6
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