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The nature of associates of 1,4-dinitrobenzene dianion with 1-butyl-3-methylimidazolium and 1-butyl-2,3-dimethylimidazolium cations Full article

Journal Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285
Output data Year: 2009, Volume: 58, Number: 8, Pages: 1688-1693 Pages count : 6 DOI: 10.1007/s11172-009-0233-x
Authors Syroeshkin M.A. 1 , Mendkovich A.S. 1 , Mikhal’chenko L.V. 1 , Gul’tyai V.P. 1
Affiliations
1 N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation

Abstract: Association of 1,4-dinitrobenzene (1,4-DNB) dianion (DA) with 1-butyl-3-methylimidazolium (bmim+) and 1-butyl-2,3-dimethylimidazolium (bdmim+) cations, whose salts are widely used as ionic liquids, was studied by cyclic voltammetry. In 0.1 M solution of Bu4NClO4 in DMF, associates with the number of coordinated cations up to four in the case of bmim+ and two in the case of bdmim+ are formed. The partial stability constant values for the associates of bmim+ are 40, 20, 5, and 3.2 L mol−1, of bdmim+ − 24 and 1.9 L mol−1. The higher number of coordinated bmim+ cations is attributed to the formation of, along with ion pairs, hydrogen bonds between 1,4-DNB DA and bmim+ due to the labile hydrogen atom at position 2 of the imidazole ring, in contrast to bdmim+, which is involved only into the ion-pair interactions.
Cite: Syroeshkin M.A. , Mendkovich A.S. , Mikhal’chenko L.V. , Gul’tyai V.P.
The nature of associates of 1,4-dinitrobenzene dianion with 1-butyl-3-methylimidazolium and 1-butyl-2,3-dimethylimidazolium cations
Russian Chemical Bulletin. 2009. V.58. N8. P.1688-1693. DOI: 10.1007/s11172-009-0233-x WOS Scopus OpenAlex
Identifiers:
Web of science: WOS:000278470900021
Scopus: 2-s2.0-77955759013
OpenAlex: W2090709560
Citing:
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OpenAlex 9
Scopus 8
Web of science 8
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