USING THE COMPARISON OF STERIC VERSUS ELECTRONIC EFFECTS TO INFER MECHANISTIC INFORMATION IN STEPWISE ELECTROPHILIC ADDITION REACTIONS INVOLVING THREE-MEMBERED CYCLIC INTERMEDIATES

Article abstract of DOI:10.1016/S0040-4039(00)82306-0

Correlations of IP's versus relative reactivities or formation constants of reactions of alkenes with ArSCl, MeCO3H, Ag(1+), or HgCl2 reveal that complexation reactions show steric dependence, that additions with the first step rate-determining are sterically independent, and that those with the second step rate-determining are sterically dependent.