Abstract
ABSTRACTA novel one‐handed helical poly(phenylacetylene) bearing L‐hydroxyproline pendants (poly(PA‐P)) was synthesized as an eco‐friendly polymer‐supported catalyst for asymmetric reactions. The helical poly(PA‐P) catalyzed the asymmetric aldol reactions of cyclohexanone with p‐nitrobenzaldehyde, and showed good recyclability and higher enantiomeric excess (ee) in aqueous medias than that in organic medias. The one‐handed helicity of poly(PA‐P) was clearly affected by the water content in the aqueous media. The helical poly(PA‐P) showed the higher enantioselectivity (ee = 99%) than its monomer PA‐P (ee = 54%) in THF/H2O (H2O vol % = 25.0 vol %). After the one‐handed helical structure of poly(PA‐P) was destroyed by grinding treatment, the ee of the reaction clearly decreased from 99 to 49%. These indicate that the one‐handed helical structure of poly(PA‐P) played an important role in the high enantioselectivity of the asymmetric aldol reactions in the aqueous media. © 2019 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2019, 57, 1024–1031
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callMore From: Journal of Polymer Science Part A: Polymer Chemistry
Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
