The spherical structure of dodecahedranes can be varied by replacing the individual CC moieties of the skeleton by C(O)C groups. This enabled the synthesis of the highly symmetric diolefin 1, whose small π/π* distance manifests itself, inter alia, in a long wavelength UV absorption. The more severely strained diene 2 could not by prepared.
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Pinkos et al. (1989) studied this question.
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