Molecular ions of 3,3′-bi(2-R-5,5-dimethyl-4-oxopyrrolinylidene) 1,1′-dioxides

Standard

Molecular ions of 3,3′-bi(2-R-5,5-dimethyl-4-oxopyrrolinylidene) 1,1′-dioxides. / Shundrin, L. A.; Irtegova, I. G.; Rogachev, A. D. et al.

In: Russian Chemical Bulletin, Vol. 54, No. 5, 05.2005, p. 1178-1184.

Research output: Contribution to journal › Article › peer-review

Harvard

Shundrin, LA, Irtegova, IG, Rogachev, AD & Reznikov, VA 2005, 'Molecular ions of 3,3′-bi(2-R-5,5-dimethyl-4-oxopyrrolinylidene) 1,1′-dioxides', Russian Chemical Bulletin, vol. 54, no. 5, pp. 1178-1184. https://doi.org/10.1007/s11172-005-0377-2

APA

Shundrin, L. A., Irtegova, I. G., Rogachev, A. D., & Reznikov, V. A. (2005). Molecular ions of 3,3′-bi(2-R-5,5-dimethyl-4-oxopyrrolinylidene) 1,1′-dioxides. Russian Chemical Bulletin, 54(5), 1178-1184. https://doi.org/10.1007/s11172-005-0377-2

Vancouver

Shundrin LA, Irtegova IG, Rogachev AD , Reznikov VA. Molecular ions of 3,3′-bi(2-R-5,5-dimethyl-4-oxopyrrolinylidene) 1,1′-dioxides. Russian Chemical Bulletin. 2005 May;54(5):1178-1184. doi: 10.1007/s11172-005-0377-2

Author

Shundrin, L. A. ; Irtegova, I. G. ; Rogachev, A. D. et al. / Molecular ions of 3,3′-bi(2-R-5,5-dimethyl-4-oxopyrrolinylidene) 1,1′-dioxides. In: Russian Chemical Bulletin. 2005 ; Vol. 54, No. 5. pp. 1178-1184.

BibTeX

@article{976ae714a52e4eafbf7ac7249f92ba70,

title = "Molecular ions of 3,3′-bi(2-R-5,5-dimethyl-4-oxopyrrolinylidene) 1,1′-dioxides",

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 = But) 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 But-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.",

keywords = "3,3′-bi(2-r-5,5-dimethyl-4-oxopyrrolinylidene) 1,1′-dioxides, Cyclic nitrons, Cyclic voltammetry, Dianions, Dications, Electrooxidation, Electroreduction, ESR spectroscopy, Radical anions, Radical cations",

author = "Shundrin, {L. A.} and Irtegova, {I. G.} and Rogachev, {A. D.} and Reznikov, {V. A.}",

year = "2005",

month = may,

doi = "10.1007/s11172-005-0377-2",

language = "English",

volume = "54",

pages = "1178--1184",

journal = "Russian Chemical Bulletin",

issn = "1066-5285",

publisher = "Springer Nature",

number = "5",

}

RIS

TY - JOUR

T1 - Molecular ions of 3,3′-bi(2-R-5,5-dimethyl-4-oxopyrrolinylidene) 1,1′-dioxides

AU - Shundrin, L. A.

AU - Irtegova, I. G.

AU - Rogachev, A. D.

AU - Reznikov, V. A.

PY - 2005/5

Y1 - 2005/5

N2 - 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 = But) 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 But-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.

AB - 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 = But) 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 But-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.

KW - 3,3′-bi(2-r-5,5-dimethyl-4-oxopyrrolinylidene) 1,1′-dioxides

KW - Cyclic nitrons

KW - Cyclic voltammetry

KW - Dianions

KW - Dications

KW - Electrooxidation

KW - Electroreduction

KW - ESR spectroscopy

KW - Radical anions

KW - Radical cations

UR - http://www.scopus.com/inward/record.url?scp=28444442722&partnerID=8YFLogxK

U2 - 10.1007/s11172-005-0377-2

DO - 10.1007/s11172-005-0377-2

M3 - Article

AN - SCOPUS:28444442722

VL - 54

SP - 1178

EP - 1184

JO - Russian Chemical Bulletin

JF - Russian Chemical Bulletin

SN - 1066-5285

IS - 5

ER -

ID: 26769971