Photochemical rearrangements of an unsaturated nitro compound. Mechanistic and exploratory organic photochemistry. 103

HE Zimmerman, LC Roberts…

Index: Zimmerman,H.E. et al. Journal of Organic Chemistry, 1977 , vol. 42, # 4 p. 621 - 629

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Citation Number: 9

Abstract

3,: 3-Diphenyl-l-nitrocyclohexene was synthesized for photochemical study in order to compare nitro n--K* photochemistry with carbonyl nr* reactivity. Both direct and sensitized irradiations in benzene gave rise to trans-5, 6-diphenyl-l-nitrobicyclo [3. l. 0] hexane; the preference for formation of trans product was shown to be kinetic. Additionally, the photolysis afforded 3, 3-diphenylcyclohexanone. Quantum efficiencies were determined, and these ...