Radical isomerization and hydrogen-deuterium exchange in reactions of silver p-tert-butylbenzoate

Abstract

Silver p-tert-butylbenzoate decomposes at 300/sup 0/C to products that retain the tert-butyl group intact. Among these products are five isomeric di-tert-butylbiphenyls, evidently resulting by isomerization of the first-formed p-tert-butylphenyl radical. With labeled benzophenone and benzene, the silver salt gives products in which much protium--deuterium exchange has occurred. The photolyzed silver salt arylates 1,2,4-trichlorobenzene; thermal decomposition in benzonitrile yields triphenyltriazine in addition to the radical arylation product. 9 tables.