Photochemistry of ketones in solution. Part 75. Photodecarbonylation of cis-and trans-2, 7-dimethyl-3, 5-cycloheptadienones: applicability of orbital symmetry theory to …

…, L Wang, JM Van der Veen

Index: Schuster, David I.; Wang, Li; Veen, James M. van der Journal of the American Chemical Society, 1985 , vol. 107, # 24 p. 7045 - 7053

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Citation Number: 11

Abstract

Abstract: A stereochemical test was conceived to determine if the photochemical extrusion of carbon monoxide from 3, 5-cycloheptadienones to give 1, 3, 5-hexatrienes is a concerted process, and thus an example of a photochemical cheletropic fragmentation. The cis-and trans-2, 7-dimethyl derivatives of this ring system were synthesized. Spectroscopic data could not distinguish unambiguously between the two materials, and configurations were ...