On the Di-1-naphthylcarbene-Dibenzofluorene Rearrangement and the Ethylenization of Diarylcarbinols

M Régimbald-Krnel, C Wentrup

Index: Regimbald-Krnel, Michele; Wentrup, Curt Journal of Organic Chemistry, 1998 , vol. 63, # 23 p. 8417 - 8423

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Citation Number: 9

Abstract

Solution-spray flash vacuum thermolysis of di-1-naphthyldiazomethane (9) results in the formation of dibenzo [c, g] fluorene (12), formed via a carbene-carbene rearrangement of di- 1-naphthylcarbene (10). The isomeric dibenzo [a, i] fluorene (11) claimed by Franzen and Joschek (Liebigs Ann. Chem. 1960, 633, 7) is not formed, and no dibenzofluorene is formed on thermolysis in boiling naphthalene. 11 is formed on dehydration of di-1- ...