A Kinetic Study on the Reaction of (Arylthio)trimethylgermane with Benzoyl Chloride Giving S-Aryl Thiobenzoate and Chlorotrimethylgermane

Abstract

Abstract A kinetic study has been conducted on the reactions of (substituted arylthio)trimethylgermanes with aroyl chlorides giving S-aryl thioaroates and chlorotrimethylgermane. The rates of the reactions were distinctly accelerated in polar solvents. Both of the effects due to the substituents of the arylthio and the aroyl moieties gave positive ρ values especially in a polar solvent. A mechanism involving initial 5-coordination, ionic cleavage of the Ge–S bond giving arenethiolate ion, and followed by rate-determining addition of the thiolate to the carbonyl carbon, was suggested for the reaction.