Some chemistry of 6,7-benzotricyclo[,8]-nona-3,6-dien-9-one (benzobarbaralone)

A. Eisenstadt

Research output: Contribution to journalArticlepeer-review

6 Scopus citations


Some reactions of benzobarbaralone 3 have been studied. Ring expansion occurs in reaction of 3 with diazomethane-lithium chloride to yield benzobullvalone 5 and the spirooxirane 6. The tosylhydrazone of 5 was converted to the fluxional benzobullvalene 9. Decarbonylation of 3 to benzocyclooactatetraene occurs upon irradiation. On reaction with Fe2CO)9, 3 gives a σ-π allyl tricarbonyliron complex, 11, with rearranged skeleton.

Original languageEnglish
Pages (from-to)2353-2356
Number of pages4
Issue number15
StatePublished - 1974
Externally publishedYes


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