Synthesis of chiral polymers and its application in asymmetric reduction

Journal of Applied Polymer Science
2007.0

Abstract

Two new cinchona alkaloids copolymers (PMA-BQTP and PMA-QN) have been synthesized by copolymerization and their complexes (PMA-BQTP-PdCl2 and PMA-QN-PdCl2) have been prepared. Their structures were characterized by FTIR, GPC, and element analysis. The catalytic activity of PMA-QN-PdCl2 in the heterogeneous catalytic asymmetric reduction of aromatic ketone by sodium borohydride was studied. The results showed that the polymer complex catalyzed the reduction of aromatic ketone to get alcohol in high optical yield, but their catalytic ef ficiency was largely dependent on the aromatic ketone and solvent system, which relate to the accessibility of the catalytic active site. And the PdCl2/polymeric alkaloid complex can be simply recovered at the end of the reaction by centrifugation and then reused without serious losing of activity or enantioselectivity. © 2006 Wiley Periodicals, Inc.

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