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- W2950793298 abstract "The oxidation of 34 sulfides by bis(2,2‘-bipyridyl)copper(II) permanganate (BBCP) resulted in the formation of the corresponding sulfoxide. The reaction is first order with respect to BBCP. Michaelis−Menten type kinetics were observed with respect to the sulfides. The reaction is catalyzed by H+. The rate of the reaction increases with an increase in the amount of acetic acid in the solvent. The rates of oxidation of meta- and para-substituted phenyl methyl sulfides showed excellent correlation with Charton's LDR equation. The rates of the ortho-compounds showed excellent correlation with the LDRS equation. The oxidation of the ortho- and para-compounds is more susceptible to the delocalization effect. The oxidation of the meta-compounds exhibited a greater dependence on the field effects. The reaction is subject to steric inhibition when an ortho-substituent is present. The oxidation of alkyl phenyl sulfides is subject to both polar and steric effects of the alkyl groups. The polar reaction constants are negative, indicating an electron-deficient sulfur center in the rate-determining step. Probable mechanisms are discussed." @default.
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- W2950793298 date "1997-05-01" @default.
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- W2950793298 title "Kinetics and Mechanism of the Oxidation of Organic Sulfides by Bis(2,2‘-bipyridyl)copper(II) Permanganate" @default.
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- W2950793298 doi "https://doi.org/10.1021/jo9616015" @default.
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