Aryl bis(p-chlorophenyl)acetate의 이차아민에 의한 제거반응 연구

Abstract

Elimination reactions of (4'-ClC6H4)2CHCO2C6H3-2-X-4-NO2 promoted by R2NH in MeCN have been studied kinetically. The observed second-order kinetics, Brønsted ß = 0.44-0.86 and

ßlg

= 0.46-0.69 are consistent with the E2 mechanism. The Brønsted ß decreased as the leaving group was made more nucleofugic and the

ßlg

increased with a weaker base. Comparison with existing data reveals that the structure of the transition state is relatively insensitive to the base-solvent and ß-aryl substituent on the E2 transition state.