Kinetic and stereochemicalstudies have been conducted on the reaction of (arylthio)trimethylgermanes with 1-aryl-1-bromoethanes. The reaction has been found to obey a first-order kinetic equation. The rates of the reaction of the substituted arylethanes were well-correlated with σ+ constants. Optically active 1-bromo-1-phenylethane gave racemic phenyl 1-phenylethyl sulfide by the reaction with trim
The Reaction of (Arylthio)trimethylgermanes with Various Haloalkanes —Steric Effect on the Reaction Mechanism—
作者:Seizi Kozuka、Takemi Nitta
DOI:10.1246/bcsj.63.2843
日期:1990.10
conducted on the reactions of (arylthio)trimethylgermanes with various haloalkanes. Bimolecular nucleophilic attack of the sulfur atom has been found as the mechanisms for the reactions with normal haloalkanes while the mechanism was found to deviate from bimolecular attack to unimolecular ionization of the haloalkane, dependent on the structure of the alkyl groups with increasing of the steric hindrance