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Asymmetric Alternating Copolymerization of Meso-epoxides and Cyclic Anhydrides: Efficient Access to Enantiopure Polyesters

Release Time:2019-03-13  Hits:

Indexed by: Journal Article

Date of Publication: 2016-09-14

Journal: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Included Journals: Scopus、PubMed、EI、SCIE

Volume: 138

Issue: 36

Page Number: 11493-11496

ISSN: 0002-7863

Abstract: Synthesis of stereoregular polyesters with main-chain chirality was achieved for the first time by the asymmetric copolymerization of meso-epoxides and cyclic anhydrides using catalyst systems based on enantiopure bimetallic, complexes. The combination of the biphenol-linked dinuclear aluminum complex with tert-butyl groups-in the phenolate ortho-positions and a nucleophilic co-catalyst was found to be more efficient in catalyzing this asymmetric copolymerization, affording enantiomerically enriched polyesters (up to 91% ee) with completely alternating structure and narrow molecular weight distribution. It was discovered that the isotactic-enriched poly(cyclopentene phthalate) is a typical semicrystalline material with a melting endothermic peak at 221 degrees C. This study is expected to provide a promising route to prepare various stereoregular polyesters having a wide variety of physical properties and degradability.

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