Abstract
Irradiation of phenylacetonitrile and its derivatives (1) in the presence of triethylamine gave α-benzylated triethylamine (2), bibenzyl (3), and toluene (4) derivatives. The formation of these products was explained in terms of a benzylic radical intermediate formed by electron transfer between the substrate and triethylamine, followed by elimination of a cyanide anion from the radical anion of 1.