Kinetic study of the esterification of arylmethanols in trifluoroacetic acid: mechanistic change consequent upon aryl substituent effects
Abstract
Aryl substituent effects upon the rate constants for the esterification of a series of arylmethanols in neat trifluoroacetic acid are in accordance with a reverse AAC2 mechanism for those substrates bearing an electron-withdrawing substituent (ρ=–0·79), whereas a reverse AAL1 mechanism is indicated for those bearing a methyl substituent.