Molecular ions of 3,3 '-bi(2-R-5,5-dimethyl-4-oxopyrrolinylidene) 1,1 '-dioxides Full article
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Russian Chemical Bulletin
ISSN: 1066-5285 , E-ISSN: 1573-9171 |
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| Output data | Year: 2005, Volume: 54, Number: 5, Pages: 1178-1184 Pages count : DOI: 10.1007/s11172-005-0377-2 | ||
| Tags | 3,3 '-bi(2-R-5,5-dimethyl-4-oxopyrrolinylidene) 1,1 '-dioxides; cyclic nitrons; electroreduction; electrooxidation; cyclic voltammetry; radical anions; dianions; radical cations; dications; ESR spectroscopy | ||
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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 OpenAlex
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 OpenAlex
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
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 |