Abstract

The Diels-Alder reaction product of cyclopentadiene and maleic anhydride (CPD-MA), 50-norbornene-2,3-dicarboxylic anhydride, exists in both endo and exo-isomeric forms. Whereas endo-CPD·MA is essentially inert to metathetic transformations, the exo isomer undergoes smooth homopolymerization and copolymerization. Copolymerization of cyclopentene with exo-CPD·MA is quite effective in systems employing up to 50 mol% cyclopentene. The surprisingly high incorporation of cyclopentene in the copolymer points to the fact that steric hindrance by an adjacent exo-CPD·MA unit inhibits pentenamer units from undergoing reverse depolymerization. For similar reasons, it is speculated that this copolymerization has an alternating tendency.

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