Issue 19, 1976

Photodehydrocyclisation of 1-styrylimidazoles; an HMO study

Abstract

Photodehydrocyclisation of 4,5-diphenyl-1-styrylimidazole yields phenanthro[9′,10′:4,5]imidazo[2,1-a]isoquinoline via 1-styrylphenanthro[9,10-d]imidazole. Another possible intermediate, 2,3-diphenylimidazo[2,1-a]isoquinoline, undergoes photo-oxidation to yield 2-benzoyl-1-benzoylimino-1,2-dihydroisoquinoline. HMO calculations, in particular the resulting localisation energies, are a useful guide for predicting the mode of photocyclisation of 1-styrylimidazoles.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1976, 2038-2045

Photodehydrocyclisation of 1-styrylimidazoles; an HMO study

G. Cooper and W. J. Irwin, J. Chem. Soc., Perkin Trans. 1, 1976, 2038 DOI: 10.1039/P19760002038

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