Homolytic organometallic reactions. Part VI. The reaction of t-butyl hypochlorite with organoboranes. Rate constants for bimolecular t-butoxydealkylation at boron

Abstract

t-Butyl hypochlorite reacts with organoboranes by a process involving bimolecular homolytic t-butoxydealkylation at boron [equation (i)]. The kinetic parameters for these processes have been determined by causing the organoboranes to compete with cyclopentane or cyclohexane for reaction with the t-butoxyl radicals [equation (ii)], and analysing the relative yields of the two alkyl chlorides by g.l.c. Bu^tOCl → Bu^tO· [graphic omitted]

This confirms and extends the results which have been obtained previously by an e.s.r. method.