Main-chain ionic polymersi ncorporating chiral imidazolidinonem oieties in the polymer main chain were successfully synthesizedb yt he polyaddition reactiono fachiral imidazolidinoned imer with ad isulfonica cid. Theo rganocatalytic activities of these polymersw ere investigated in the asymmetric Diels-Alder reactionb etween trans-cinnamaldehyde and 1,3-cyclopentadiene.T he catalytic performance of the polymers was found to be sensitive to the chemical structure of the disulfonate units andt he imidazolidinone dimer. With the use of these heterogeneousp olymeric chiral organocatalysts, enantioselectivities of up to 99% for the endo isomer were obtained.T his result was higher than those obtained with corresponding monomeric andd imeric counterparts in ah omogeneouss olution. Thep olymeric chiral organocatalyst was recovered and reused several times,m aintaining its high enantioselectivity.
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