Photocyclization of 2-vinylbiphenyls: stereochemistry of the triplet state cyclization

…, C Manigand, A Nourmamode

Index: Lapouyade, Rene; Manigand, Claude; Nourmamode, Aziz Canadian Journal of Chemistry, 1985 , vol. 63, p. 2192 - 2196

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Citation Number: 9

Abstract

The photochemistry of five-to eight-membered ring containing 2-cycloalkenyl biphenyls was examined under direct and sensitized irradiation. From the singlet excited state only trans 9, 10-cycloalkyl-9, 10-dihydrophenanthrenes were obtained. From the triplet state the trans isomer was exclusively formed from 2-cyclopentenyl and 2-cyclohexenyl biphenyls while the cis isomer also appeared with 2-cycloheptenyl and 2-cyclooctenyl biphenyls. We propose ...