Photochemical Transformations of 1,2-Diketones and Benzhydrylamine

Article abstract of DOI:10.1246/bcsj.53.1081

Photolysis of a mixture of substituted 1,2-diketones and benzhydrylamine (in 1:2 mole ratio) in benzene gave N-benzhydrylidenebenzhydrylamine, N-(diarylmethyl)benzamides, acyloins (3), N-(arylmethylene)benzhydrylamines, and benzophenone separated by fractional crystallization and column chromatogaphy.The products have been characterised by analytical and spectral (IR, UV, and NMR) data and the structural assignments confirmed by the comparison (IR spectra and undepressed mixed mp) with authentic samples.Acyloins (3) are precursors for N-(diarylmethyl)benzamides and N-(arylmethylene)benzhydrylamines.A tentative mechanistic route for the formation of products has been suggested.