Cyclooctene photoaddition reactions

The formation of a derivative of cyclooctatriene had earlier been observed by Bryce-Smith et al. [153] during their investigation of the photoaddition of cis-cyclooctene to hexafluorobenzene. One of the products of this reaction is 2,3,4,5,6,7-hexafluorobicyclo[6.6.0]tetradeca-2,4,6-triene, formed by ring opening of the primary ortho adduct. The ortho adducts derived from hexafluorobenzene and its derivatives seem especially prone to undergo this isomerization (see below), but for derivatives of benzene itself, the reaction was not often reported prior to 1987. The study by Mirbach et al. [114] has been referred to earlier and Atkins et al. [120] mention in a note that endo-ortho adducts might be converted... 

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