MECHANISM FOR NOVEL HOMOLYTIC AROMATIC SUBSTITUTION BY DIPHENYLMETHANIMINYL RADICAL IN PHOTOLYSIS OF BENZOPHENONE O-ACYLOXIMES IN AROMATIC SOLVENTS
- 5 August 1975
- journal article
- research article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 4 (8) , 819-822
- https://doi.org/10.1246/cl.1975.819
Abstract
Irradiation of benzophenone O-acyloximes (I) in benzene or toluene effects aromatic substitution on the solvents by diphenylmethaniminyl radicals (IV) to give N-diphenylmethyleneaniline (II) or N-diphenylmethylenetoluidines (VIII) unless concurrently formed acyloxyl radicals facilely decarboxylate. A mechanism involving a participation of sufficiently lived acyloxyl radicals is proposed for the above substitution reactions.Keywords
This publication has 6 references indexed in Scilit:
- Recent advances in the photochemistry of the carbon-nitrogen double bondPure and Applied Chemistry, 1973
- Photochemistry of Carbon-Nitrogen Double BondsJournal of Synthetic Organic Chemistry, Japan, 1972
- Oxidation of Free Radicals with Peroxides or OxygenNippon kagaku zassi, 1971
- Homolytic Aromatic Isopropyloxycarbonyloxylation Induced by OxygenBulletin of the Chemical Society of Japan, 1970
- Aromatic triphenylmethylationTetrahedron, 1970
- Photolysis of Aromatic Oxime BenzoatesBulletin of the Chemical Society of Japan, 1969