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Synthesis of Polymers Bearing Proline Moieties in the Side Chains and Their Application as Catalysts for Asymmetric Induction by Atsushi Ikeda; Kayo Terada; Masashi Shiotsuki; Fumio Sanda is a Materials Science article available to read on EtoBox.

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## Abstract Novel polyphenylacetylene and polystyrene derivatives carrying L‐proline moieties at the side chains were synthesized by the rhodium‐catalyzed and radical polymerizations of the corresponding monomers. The polyphenylacetylene derivatives showed Cotton effects at the absorption region of the main chain, indicating that the polymers adopt helical conformations with predominantly one‐handed screw sense. The polymers catalyzed the asymmetric aldol reactions of acetone with aromatic aldehydes, and cyclohexanone with __p__‐nitrobenzaldehyde. The enantioselectivities largely depended on the reaction conditions. In the asymmetric aldol reaction of acetone with aromatic aldehydes, the __R__‐enantiomeric products were predominantly obtained except the cases with the polymer catalyst in CHCl~3~. The __ee__ of the products became higher as the reaction temperature was decreased. The polymeric catalysts were recoverable from the reaction mixture by filtration, and the recovered ones catalyzed the asymmetric aldol reaction of acetone with __p__‐nitrobenzaldehyde without decreasing the product yield and __ee__. The __ee__ was improved using the copolymers of L‐proline‐based and nonchi

Who reads Synthesis of Polymers Bearing Proline Moieties in the Side Chains and Their Application as Catalysts for Asymmetric Induction?

Author

Atsushi Ikeda; Kayo Terada; Masashi Shiotsuki; Fumio Sanda

Publisher

John Wiley and Sons; Wiley (John Wiley & Sons); John Wiley & Sons Inc.; Wiley (ISSN 0887-624X)

Published

2011

Language

EN

Field

Materials Science (Physical Sciences)