Search results for "Dimethyldioxirane"
showing 3 items of 3 documents
The oxidation of alkanes with dimethyldioxirane; a new mechanistic insight
1997
Abstract Primary kinetic isotope effects were measured for the oxidation of cyclohexane and methylcyclohexane with DMDO in solution and in the gas phase. These experiments suggest an electrophilic oxygen insertion mechanism for the oxidation of alkanes by DMDO.
Mechanism of the Oxidation of Sulfides by Dioxiranes. 1. Intermediacy of a 10-S-4 Hypervalent Sulfur Adduct
2002
Earlier studies established that dimethyldioxirane (1a) reacts with sulfides 2 in two consecutive concerted electrophilic oxygen-transfer steps to give first sulfoxides 3 and then sulfones 4. The same sequential electrophilic oxidation model was assumed for the reaction of sulfides 2 with the strongly electrophilic methyl(trifluoromethyl)dioxirane (1b). In this paper we report on a systematic and general study on the mechanism of the reaction of simple sulfides 2 with DMDO (1a) and TFDO (1b) which provides clear evidence for the involvement of hypervalent sulfur species in the oxidation process. In the oxidation of sulfides 2a-c, diphenyl sulfide (2d), para-substituted aryl methyl sulfides …
Iodomethane Oxidation by Dimethyldioxirane: A New Route to Hypoiodous Acid and Iodohydrines
1999
The oxidation of iodomethane with dimethyldioxirane allows the generation of stable neutral solutions of hypoiodous acid in the absence of any trapping agent for iodide anion. Hypoiodous acid is trapped in situ by addition to representative olefins to give iodohydrines in good yields. The stereochemical study of the products shows the anti-stereospecific nature of the iodohydroxylation reaction.