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The dimerization of radical anions of aromatic carboxylic acids competing with the self-protonation reaction Научная публикация

Журнал Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285
Вых. Данные Год: 1993, Том: 42, Номер: 10, Страницы: 1658-1661 Страниц : 4 DOI: 10.1007/bf00697034
Авторы Rubinskaya T.Ya. 1 , Mendkovich A.S. 1 , Lisitsina N.K. 1 , Yakovlev I.P. 1 , Gultyai V.P. 1
Организации
1 N. D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, Moscow, Russian Federation

Реферат: Quantum-chemical calculations (CNDO/2) of the theoretical relationship between the rate constants for the dimerization and self-protonation of radical anions show that dimer formation in the one-electron electroreduction of aromatic carboxylic acids (benzoic (1), 1-naphthoic (2), and 9-anthroic (3) is most probable for1. It is established that during the constant potential electrolysis (CPE) of1 a mixture of “head-to-tail” dimers is formed in the presence of 0.1M Bu4NClO4 (DMF). Their ratio depends on the amount of electricity passed through the solution. The CPE of 2 in the presence of 20 % H2O affords 1,4-dihydro-1-naphthoic acid in up to 70 % yield. The high yield (∼70 %) of 9,10-dihydro-9-anthroic acid during the CPE of 3 can be accounted for by the decomposition of the dimeric product followed by protonation of the anionic species.
Библиографическая ссылка: Rubinskaya T.Y. , Mendkovich A.S. , Lisitsina N.K. , Yakovlev I.P. , Gultyai V.P.
The dimerization of radical anions of aromatic carboxylic acids competing with the self-protonation reaction
Russian Chemical Bulletin. 1993. V.42. N10. P.1658-1661. DOI: 10.1007/bf00697034 WOS Scopus OpenAlex
Идентификаторы БД:
Web of science: WOS:A1993NX10100009
Scopus: 2-s2.0-51649135330
OpenAlex: W2033444601
Цитирование в БД:
БД Цитирований
OpenAlex 3
Web of science 2
Scopus 2
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