Literature DB >> 19067512

Enantioselective polymerization of epoxides: a highly active and selective catalyst for the preparation of stereoregular polyethers and enantiopure epoxides.

Wataru Hirahata1, Renee M Thomas, Emil B Lobkovsky, Geoffrey W Coates.   

Abstract

A chiral, bimetallic cobalt catalyst was discovered that is highly active and enantioselective for epoxide polymerization. The enantiomerically pure catalyst system exhibits a stereoselectivity factor (s = k(fast)/k(slow)) of 370 for propylene oxide, allowing enantiomerically pure epoxide to be recovered in nearly the maximum theoretical yield. In addition, the racemic catalyst forms highly isotactic poly(propylene oxide) in quantitative yield. The catalyst is active and selective for other epoxides, such as 1-butene oxide, 1-hexene oxide, and styrene oxide.

Entities:  

Year:  2008        PMID: 19067512     DOI: 10.1021/ja807709j

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  7 in total

1.  Mechanistic basis for high reactivity of (salen)Co-OTs in the hydrolytic kinetic resolution of terminal epoxides.

Authors:  Lars P C Nielsen; Stephan J Zuend; David D Ford; Eric N Jacobsen
Journal:  J Org Chem       Date:  2012-02-08       Impact factor: 4.354

2.  Active-Site Flexibility and Substrate Specificity in a Bacterial Virulence Factor: Crystallographic Snapshots of an Epoxide Hydrolase.

Authors:  Kelli L Hvorecny; Christopher D Bahl; Seiya Kitamura; Kin Sing Stephen Lee; Bruce D Hammock; Christophe Morisseau; Dean R Madden
Journal:  Structure       Date:  2017-04-06       Impact factor: 5.006

3.  Synthetic Strategy for Preparing Chiral Double-semicrystalline Polyether Block Copolymers.

Authors:  Alaina J McGrath; Weichao Shi; Christina G Rodriguez; Edward J Kramer; Craig J Hawker; Nathaniel A Lynd
Journal:  Polym Chem       Date:  2015-03-07       Impact factor: 5.582

4.  Crystalline CO2-based polycarbonates prepared from racemic catalyst through intramolecularly interlocked assembly.

Authors:  Ye Liu; Wei-Min Ren; Wei-Ping Zhang; Rong-Rong Zhao; Xiao-Bing Lu
Journal:  Nat Commun       Date:  2015-10-15       Impact factor: 14.919

5.  A well-defined, versatile photoinitiator (salen)Co-CO2CH3 for visible light-initiated living/controlled radical polymerization.

Authors:  Yaguang Zhao; Mengmeng Yu; Shuailin Zhang; Zhenqiang Wu; Yuchu Liu; Chi-How Peng; Xuefeng Fu
Journal:  Chem Sci       Date:  2015-03-05       Impact factor: 9.825

6.  Catalytic asymmetric 1,4-additions of beta-keto esters to nitroalkenes promoted by a bifunctional homobimetallic Co2-Schiff base complex.

Authors:  Makoto Furutachi; Zhihua Chen; Shigeki Matsunaga; Masakatsu Shibasaki
Journal:  Molecules       Date:  2010-01-22       Impact factor: 4.411

7.  Dinuclear PhosphoiminoBINOL-Pd Container for Malononitrile: Catalytic Asymmetric Double Mannich Reaction for Chiral 1,3-Diamine Synthesis.

Authors:  Takayoshi Arai; Katsuya Sato; Ayu Nakamura; Hiroki Makino; Hyuma Masu
Journal:  Sci Rep       Date:  2018-01-16       Impact factor: 4.379

  7 in total

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