Reaction of arenesulphonyl halides with free radicals. Part 3

Abstract

The decomposition of azoisobutyronitrile (AIBN) and t-butyl phenylperacetate in the presence of toluene-p-sulphonyl bromide and iodide were studied; results are explained on the basis of free radical reactions.

The relative reactivities of several alkane- and arene-sulphonyl chlorides towards phenyl, benzyl, and trichloromethyl radicals were measured in competition experiments. Results are rationalized on the grounds of a balance between polar effects in the initial and in the transition state.