Abstract: The electrochemical reduction of 3,3'-bi(2-R-5,5-dimethyl-4-oxopyrrolinylidene) 1, 1'-dioxides (R = CF3, Me, Ph, Bu-t), which are cyclic dinitrons with conjugated C=C bond, in acetonitrile is an EE process producing stable radical anions and dianions, whereas the electrochemical oxidation is an EEC (R = Me, Ph) or EE process (R = Bu-t) With formation of radical cations (except for the case of R = CF3) and dications (R = But) stable under standard conditions. Radical cations of the dioxides with R = Me, Ph, and But and radical anions of the whole series of the compounds studied, including R = CF3, were characterized by ESR spectroscopy combined with electrochemical measurements and quantum-chemical calculations. The electrochemical behavior of the Bu-t-substituted dinitron is unique: the EE processes in the region of negative and positive potentials with formation of the dianion, radical anion, radical cation, and dication stable at T=298 K were observed for the first time within one cycle of potential sweep in the CV curve measured in MeCN.

Cite: Shundrin L. , Irtegova I. , Rogachev A. , Reznikov V.
Molecular ions of 3,3 '-bi(2-R-5,5-dimethyl-4-oxopyrrolinylidene) 1,1 '-dioxides
Russian Chemical Bulletin. 2005. V.54. N5. P.1178-1184. DOI: 10.1007/s11172-005-0377-2 WOS Scopus РИНЦ

ArticleLinkType.TRANSLATED_TO_ORIGINAL: Шундрин Л.А. , Иртегова И.Г. , Рогачев А.Д. , Резников В.А.
МОЛЕКУЛЯРНЫЕ ИОНЫ 3,3'-БИ(2-R-5,5-ДИМЕТИЛ-4-ОКСОПИРРОЛИНИЛИДЕН)-1,1'-ДИОКСИДОВ
Известия Академии наук. Серия химическая.(RUSS CHEM B+). 2005. №5. С.1148-1154. РИНЦ

Dates:

Published print:

May 1, 2005

Identifiers:

Web of science	WOS:000233758600016
Scopus	2-s2.0-28444442722
Elibrary	13499638
OpenAlex	W1998439567

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