Issue 15, 1980

Divergent stereochemistry of photocyclization from singlet and triplet states of 2-vinylbiphenyls. X-Ray crystal structure of cis-9-phenyl-10-methyl-9,10-dihydrophenanthrene

Abstract

The singlet cyclization of Z(or E)-1-biphenyl-2-yl-1-phenylpropene proceeds stereoselectively to cis(or trans)-9-phenyl-10-methyl-9,10-dihydrophenanthrene (the cis-isomer has been characterized by X-ray crystallography) while the triplet cyclization gives a [trans]/[cis] ratio of 9 : 1 whatever the starting isomer.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1980, 740-742

Divergent stereochemistry of photocyclization from singlet and triplet states of 2-vinylbiphenyls. X-Ray crystal structure of cis-9-phenyl-10-methyl-9,10-dihydrophenanthrene

R. Lapouyade, R. Koussini, A. Nourmamode and C. Courseille, J. Chem. Soc., Chem. Commun., 1980, 740 DOI: 10.1039/C39800000740

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