Homolytic aromatic substitution by iminyl radicals. Photolysis of aromatic ketone O-acyloximes in aromatic solvents

H Sakuragi, S Ishikawa, T Nishimura…

Index: Sakuragi,H. et al. Bulletin of the Chemical Society of Japan, 1976 , vol. 49, p. 1949 - 1954

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Citation Number: 41

Abstract

Irradiation of benzophenone O-acetyloxime, O-phenylacetyloxime, O-benzoyloxime, and O- (p-chlorobenzoyl) oxime in benzene, toluene, chlorobenzene, or o-xylene effected aromatic substitution on the solvent molecules by diphenylmethaniminyl radicals to give N- diphenylmethylenearylamines only when benzoxyl or p-chlorobenzoxyl radicals were generated concurrently. A mechanism involving a participation of the sufficiently long-lived ...