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Kinetic studies of reactions of 4-nitrobenzofuroxan with carbanions derived from benzyltriflones in methanol

✍ Scribed by Basim H. Asghar

Publisher: John Wiley and Sons
Year: 2012
Tongue: English
Weight: 311 KB
Volume: 44
Category: Article
ISSN: 0538-8066
DOI: 10.1002/kin.20621

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✦ Synopsis

Abstract

This paper reports the rate measurements for the reactions of carbanions derived from benzyltriflones, 2, with 4‐nitrobenzofuroxan, 4, in methanol, to give anionic σ‐adducts. ^1^H NMR studies in DMSO‐d~6~ indicate that the products formed by the reaction of 2 and 4 in the presence of triethylamine are consistent with the products formed by the elimination of trifluoromethylsulfinic acid from σ‐adducts, initially formed by a carbanion attack at the 5 position of 4. The low value of β, which is the slope of the linear plot of log k~5~ versus p__K__~a~, provides evidence for the high steric requirements of the benzyltriflone anions. © 2012 Wiley Periodicals, Inc. Int J Chem Kinet 44: 546–554, 2012

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