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Communication | Special issue | Vol 11, No. 1, 1978, pp.319-322
Published online, 1st January, 1970
DOI: 10.3987/S(N)-1978-01-0319
The Sensitized Photooxidation of 7,7-Bicycloheptatrienyl: Formation of Double (4+2)π Type Peroxides together with Biphenyl and 7-Phenylcycloheptatriene

Hitoshi Takeshita* and Akira Mori

*Instituete of Advanced Material Study, Kyushu University, 6-1, Kasuga-koen, Kasuga 816-8580, Japan


In the presence of Methylene Blue, photooxygenation of the title olefin gave several double (4+2) π-cycloadducts with oxygen. Structures of these products were deduced by analysis of the 1H- and 13C-NMR spectra. In addition, formation of biphenyl, 7-phenylcycloheptatriene and its oxidation products in the reaction invalidated the previously proposed mechanism for the tropone formation.