Decompositions of tropone tosylhydrazone sodium salt in the presence of cyclopentadienone derivatives. (4+2)-Type cycloaddition reactions of cycloheptatrienylidene or 1,2,4,6-cycloheptatetraene with cyclopentadienone derivatives.

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概要

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• Tropone tosylhydrazone sodium salt, the precursor of the cyclic conjugated carbene (cycloheptatrienylidene), was decomposed in the presence of various cyclopentadienone derivatives to give endo- and exo-[4+2]-type adducts and benzotropylidene derivatives. The product ratios between the endo-[4+2]-type adducts and the exo-[4+2]-type adducts are considered to suggest that these addition reactions proceed <I>via</I> a cyclic conjugated allene (1,2,4,6-cycloheptatetraene), which is a valence-bond isomer of cycloheptatrienylidene. Upon heating, the [4+2]-type adducts gave the benzotropylidene derivatives <I>via</I> decarbonylation reactions followed by 1,5-hydrogen shifts.

• 公益社団法人 日本化学会の論文

著者

• Saito Katsuhiro

  Department Of Agricultural And Resource Economics The University Of Tokyo

• Ishihara Hiraku

  Department of Applied Chemistry, Nagoya Institute of Technology

• Saito Katsuhiro

  Department of Chemistry, Nagoya Institute of Technology

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