SOLVOLYSES OF MONOSUBSTITUTED BENZHYDRYL BROMIDES. NUCLEOPHILIC SOLVENT INTERVENTION AND DEPENDENCE OF SOLVATATION ON THE EXTENT OF CHARGE DELOCALIZATION IN CATIONIC TRANSITION STATES

Article abstract of DOI:10.1016/0040-4039(95)01430-P

Solvolyses of monosubstituted benzhydryl bromides gave excellent linear correlations of logk with ?(1+) constants, and not with Y(BnBr) or Y(Br).Correlation analyses against corresponding logk of α-tert-butyl-(2-naphthyl)methyl bromide provided evidence for the importance of different extent of solvation in delocalized transition state and for nucleophilic solvent intervention in the solvolysis of benzhydryl systems.