Evidence for the intermediacy of the dehydrocyclopentadienyl anion (2) is seen in trapping experiments involving the Diels-Alder dienes tetraphenylcyclopentadienone and 1,4-diphenyl-sy/n-tetrazine. The thermal or photolytic decompositions of the diazocyclopentadiene-2-carboxylate anion (1) under a variety of conditions yield carbon dioxide and nitrogen, presumably to give 2. Products from the pyrolysis of 1 at ca. 200°in the presence of the above named dienes give the products expected from the reaction of 2. The negative ion mass spectra of the conjugative acid of 1 show peaks with m/e appropriate for 2.
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