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Electroreduction mechanism of N-phenylhydroxylamines in aprotic solvents: N-(2-nitrophenyl)- and N-(3-nitrophenyl)hydroxylamines Научная публикация

Журнал Electrochimica Acta
ISSN: 1873-3859 , E-ISSN: 0013-4686
Вых. Данные Год: 2017, Том: 238, Страницы: 9-20 Страниц : 12 DOI: 10.1016/j.electacta.2017.03.174
Авторы Mendkovich Andrey S. 1 , Syroeshkin Mikhail A. 1 , Nasybullina Darya V. 1 , Mikhailov Mikhail N. 1 , Gultyai Vadim P. 1 , Rusakov Alexander I. 2
Организации
1 N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, Russian Federation
2 P. G. Demidov Yaroslavl State University, 150000 Yaroslavl, Russian Federation

Реферат: In continuation of our previous studies on N-(4-nitrophenyl)hydroxylamine (1), we investigated the electroreduction of N-(2- (2) and N-(3-nitrophenyl)hydroxylamines (3) in N,N-dimethylformamide/Bu4NClO4, using chronoamperometry, cyclic voltammetry, digital simulation and quantum chemical calculations. It was shown that anion radical 3 is rather stable and does not eliminate a hydroxide anion, unlike 2 whose electroreduction mechanism is similar to that previously observed for 1. At the same time, the elimination reaction is observed for dianion of 3 formed at potentials of the first electron transfer by disproportionation of anion radicals. Results of quantum-chemical calculations show that the high stability of anion radical 3 results from the absence of unpaired electron density on its hydroxylamine group.
Библиографическая ссылка: Mendkovich A.S. , Syroeshkin M.A. , Nasybullina D.V. , Mikhailov M.N. , Gultyai V.P. , Rusakov A.I.
Electroreduction mechanism of N-phenylhydroxylamines in aprotic solvents: N-(2-nitrophenyl)- and N-(3-nitrophenyl)hydroxylamines
Electrochimica Acta. 2017. V.238. P.9-20. DOI: 10.1016/j.electacta.2017.03.174 WOS Scopus OpenAlex
Идентификаторы БД:
Web of science: WOS:000401113500002
Scopus: 2-s2.0-85017470338
OpenAlex: W2604357490
Цитирование в БД:
БД Цитирований
OpenAlex 9
Scopus 9
Web of science 9
Альметрики: