Issue 15, 1971

The effect of solvent on the photorearrangement of the 1,3-diazabicyclo[3,1,0]hex-3-ene system

Abstract

The irradiation of exo- and/or endo-2,4,6-triphenyl-1,3-diazabicyclo[3,1,0]hex-3-ene in methanol to give 2,4-diphenyl-1-methoxybenzylimidazoline proceeds via photochemical ring opening to an enedi-imine which undergoes subsequent intramolecular nucleophilic addition at the imine carbon atom; the solvent controls the mode of cyclization.

Article information

Article type
Paper

J. Chem. Soc. D, 1971, 838-839

The effect of solvent on the photorearrangement of the 1,3-diazabicyclo[3,1,0]hex-3-ene system

A. Padwa and E. Glazer, J. Chem. Soc. D, 1971, 838 DOI: 10.1039/C29710000838

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