Abstract

An attempt is reported to integrate cyclooctatetraene (COT)-units into linear 1, cyclic 2 and band-type oligomers 3. The methods of synthesis include repetitive Diels-Alder-reaction between the “bis-diens” 5 and 6 and “bis-dienophiles” such as 1,4-benzoquinone and the photochemical isomerization of barralene precursors. Thereby, linear and cyclic oligomers derived from monomer 4 are subjected to photolysis. Crucial aspects in redox activity of the title compounds are the rate of electron hopping processes between the COT-moieties and the charge induced change of the size of cyclophane cavities.

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