Nucleophilic Reactivities of Thiophenolates

摘要

The nucleophilic reactivities of substituted thiophenolates were determined by following the kinetics of their reactions with a series of quinone methides (reference electrophiles) in DMSO at 20 degrees C. The experimentally determined second-order rate constants were analyzed according to the Mayr-Patz equation log k = s(N)(N + E) to derive the nucleophile-specific reactivity parameters N and sN for ten thiophenolate ions.