Addition of diphenylmethylene to 1, 2-dichloroethylenes. New chemical evidence for a carbene singlet-triplet equilibrium

…, BL Whitsel, M Jones Jr, JB Lambert

Index: Gaspar, Peter P.; Whitsel, Bonnie L.; Jones, Maitland; Lambert, Joseph B. Journal of the American Chemical Society, 1980 , vol. 102, # 19 p. 6108 - 6113

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Citation Number: 16

Abstract

Abstract: Addition of diphenylmethylene to cis-and trans-1, 2-dichloroethylene gives the corresponding 1, 2-dichloro-3, 3-diphenylcyclopropane with greater than 90% stereospecificity. A product of addition with rearrangement, 3, 3-dichloro-1, l-diphenyl-1- propene, is also obtained, and this is the major product from trans olefin. The cyclopropane product is believed to arise principally from concerted addition by the singlet carbene, ...

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