Australian Journal of Chemistry

Nucleophilic cleavage of diaryl disulphides

DAR Happer, JW Mitchell, GJ Wright

Index: Happer,D.A.R. et al. Australian Journal of Chemistry, 1973 , vol. 26, p. 121 - 134

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Citation Number: 15

Abstract

Abstract The rates of cleavage of 14 symmetrically substituted diaryl disulphides by cyanide ion have been measured in 60% aqueous t-butyl alcohol at pH 9.2. A plot of log k against σ shows that while the reaction rate is accelerated by inductive electron withdrawal from the benzene rings, substituents capable of conjugative interaction are not correlated by their σ parameters.+ R substituents cause reaction to occur much faster than predicted on the ...