Issue 12, 1984

A novel oxygen-catalysed transcis thermal isomerization of trans-cycloheptene

Abstract

Contrary to the efficient unimolecular decay to the cis-isomer under an atmosphere of nitrogen, trans-cycloheptene, prepared photochemically in situ at low temperature, underwent second-order transcis thermal isomerization under an atmosphere of air without giving any oxidation products. The rate constants and activation parameters are reported for this unique isomerization reaction. Following discussion of the role of oxygen in the isomerization process we propose a mechanism involving termolecular interaction between triplet oxygen and two molecules of the strained cycloalkene.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 2, 1984, 2053-2056

A novel oxygen-catalysed transcis thermal isomerization of trans-cycloheptene

Y. Inoue, T. Ueoka and T. Hakushi, J. Chem. Soc., Perkin Trans. 2, 1984, 2053 DOI: 10.1039/P29840002053

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