Journal of the American Chemical Society

Evidence for cyclopropene intermediates in the rearrangement of aromatic carbenes to arylcarbenes

TT Coburn, WM Jones

Index: Coburn,T.T.; Jones,W.M. Journal of the American Chemical Society, 1974 , vol. 96, # 16 p. 5218 - 5227

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Citation Number: 47

Abstract

Abstract: A convenient, high-yield synthesis of 5H-dibenzo [a, c] cyclohepten-5-one is reported and the properties of dibenzo [a, c] cycloheptatrienylidene are examined. As previously reported2 for 4, 5-benzocycloheptatrienylidene, dibenzo [a, c] cycloheptatrienylidene rearranges rapidly in solution to an arylcarbene (9- phenanthrylcarbene). When the annelated cycloheptatrienylidenes were generated in the ...