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1 //-Cyclopropa[b]naphthalene (12) and 1 //-cyclopropabenzene (2) are converted for the first time into the 1-alkylidene-1 //-cycloproparenes 17-22 and 27-30, respectively, via cycloproparenyl anion generation and subsequent Peterson olefination. To date the reaction sequence fails to provide parent hydrocarbons 5 and 6. The structure of (diphenylmethylene)cyclopropabenzene 27 has been established by X-ray crystallographic methods [crystal data for C20H14: space group C5a-Cl-Cla-C2 -146.6 C13-C6-C7-C12 -36.7 C6-Cl-Cla-C5a 176.1

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The study of strained organic molecules1 2 continues3 to provide an ever-increasing range of fascinating structural types to which we now wish to add the o-cyclopropabenzynes 7 and 8.4 Cyclopropabenzene (1) and its lower homologue benzyne (2) constitute the most highly strained members of the ortho-bridged aromatic series of compounds. While 2 exists as a reactive

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The search for a successful elimination method for the dehydrobromination of (I) or (IV) leads to the use of the complex base.