Mechanistic features of the base-induced decomposition of dibenzosemibullvalene 1-carboxaldehyde tosylhydrazone

LA Paquette, GV Meehan

Index: Paquette,L.A.; Meehan,G.V. Journal of the American Chemical Society, 1970 , vol. 92, # 10 p. 3039 - 3044

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Citation Number: 6

Abstract

Abstract: The decomposition of dibenzosemibullvalene 1-carboxaldehyde tosylhydrazone (7a) and its ad, analog (7b) with several bases was examined under a variety of conditions. In each case, only 3, 4-benzofluorene (8) and terminal allene 9 were produced and the ratio of these hydrocarbons was consistently found to be approximately 2: 1, Decomposition of 7b under aprotic conditions gave rise to 8 containing deuterium only at the methylene ...