A kinetic investigation, supported by theoretical calculations, of steric and ring strain effects on the oxidation of sulfides and sulfoxides by dimethyldioxirane in acetone
P Hanson, RAAJ Hendrickx, JRL Smith
Index: Hanson, Peter; Hendrickx, Ramon A. A. J.; Lindsay Smith, John R. New Journal of Chemistry, 2010 , vol. 34, # 1 p. 65 - 84
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Citation Number: 10
Abstract
The oxidations of alkyl 4-nitrophenyl, and dialkyl, sulfides and sulfoxides by dimethyldioxirane in acetone occur by concerted mechanisms but the sulfides respond differently from the sulfoxides to variation in the alkyl group. The reactions of the sulfides are inhibited by the steric effects of alkyl groups and these predominate over their inductive effects. By contrast, the reactions of these limited sets of sulfoxides are insensitive to alkyl ...
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