Tetrahedron

Dibenzo [ad] cycloheptenylidene and tribenzo [a, c, e] cycloheptenylidene: Stereochemistry of the addition reaction

SI Murahashi, I Moritani, M Nishino

Index: Murahashi,S.-I. et al. Tetrahedron, 1971 , vol. 27, p. 5131 - 5145

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Citation Number: 19

Abstract

Photolysis of 5-diazo [a, d] cycloheptene (10) and 9-diazotribenzo [a, c, e] cycloheptene (23) in cis and trans-2-butene led stereospecifically to the formation of cyclopropane derivatives. Nonstereospecific addition of dibenzo [a, d] cycloheptenylidene could not be detected by carrying out the photolysis in a large excess of cyclohexane, or by photosensitized decomposition of 10. It is concluded that photolysis of 10 leads to a singlet (6) which ...