A series of copolymers have been synthesized by Diels−Alder polymerization of bisdienophile
monomer with bisdiene monomer. Bismaleimides (1) and bis(α,β-unsaturated ester)s (4) were prepared
and used as bisdienophile monomer. Furfuryl and butadienyl moieties were chosen as the diene part of
the bisdiene monomers (2, 5). Repetitive Diels−Alder reactions between these monomers in the presence
of Lewis acid catalyst yielded alternative Diels−Alder polymers (6, 12, 13, 15). On the basis of these
results, asymmetric Diels−Alder polymerization was investigated. The use of enantiopure Lewis acid
catalysts (7−10) in the Diels−Alder polymerization of above monomers resulted in the formation of
optically active polymers having the asymmetric carbons in their main chain.
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