Enantioselective Epoxide Polymerization Using a Bimetallic Cobalt Catalyst

Renee M. Thomas, Peter C. B. Widger, Syud M. Ahmed, Ryan C. Jeske, Wataru Hirahata, Emil B. Lobkovsky, Geoffrey W. Coates

Research output: Contribution to journalArticlepeer-review

99 Scopus citations

Abstract

A highly active enantiopure bimetallic cobalt complex was explored for the enantioselective polymerization of a variety of monosubstituted epoxides. The polymerizations were optimized for high rates and stereoselectivity, with s-factors (kfast/kslow) for most epoxides exceeding 50 and some exceeding 300, well above the threshold for preparative utility of enantiopure epoxides and isotactic polyethers. Values for mm triads of the resulting polymers are typically greater than 95%, with some even surpassing 98%. In addition, the use of a racemic catalyst allowed the preparation of isotactic polyethers in quantitative yields. The thermal properties of these isotactic polyethers are presented, with many polymers exhibiting high T m values. This is the first report of the rapid synthesis of a broad range of highly isotactic polyethers via the enantioselective polymerization of racemic epoxides. © 2010 American Chemical Society.
Original languageEnglish (US)
Pages (from-to)16520-16525
Number of pages6
JournalJournal of the American Chemical Society
Volume132
Issue number46
DOIs
StatePublished - Nov 24 2010
Externally publishedYes

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