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The photoisomerization of the pseudo-geminal tetraene 11 furnishes the cyclooctadiene derivatives 13 and 15 with a completely new type of molecular bridge for a [2.2]paracyclophane which promise many interesting novel applications; the same is true for the photoisomerization of 22 to 23 and 24. The structures of these new hydrocarbons were established by X-ray crystallography and spectroscopic analysis; among the noteworthy structural features of 13 and 15 are unusually long carbon-carbon single bonds (&gt;1.64 Å).

Intraannular photoreactions in pseudo-geminally substituted [2.2]paracyclophanes