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N-Heterocyclic Olefins as organocatalysts for polymerization : preparation of well-defined poly(propylene oxide)

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Naumann, Stefan, Thomas, Anthony W. and Dove, Andrew P. (2015) N-Heterocyclic Olefins as organocatalysts for polymerization : preparation of well-defined poly(propylene oxide). Angewandte Chemie International Edition, 127 (33). pp. 9686-9690. doi:10.1002/ange.201504175 ISSN 1433-7851.

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Official URL: http://dx.doi.org/10.1002/ange.201504175

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Abstract

The metal-free polymerization of propylene oxide (PO) using a special class of alkene—N-heterocyclic olefins (NHOs)—as catalysts is described. Manipulation of the chemical structure of the NHO organocatalyst allows for the preparation of the poly(propylene oxide) in high yields with high turnover (TON>2000), which renders this the most active metal-free system for the polymerization of PO reported to date. The resulting polyether displays predictable end groups, molar mass, and a low dispersity (ĐM<1.09). NHOs with an unsaturated backbone are essential for polymerization to occur, while substitution at the exocyclic carbon atom has an impact on the reaction pathway and ensures the suppression of side reactions.

Item Type: Journal Article
Subjects: Q Science > QC Physics
Divisions: Faculty of Science, Engineering and Medicine > Science > Chemistry
Library of Congress Subject Headings (LCSH): Ring-opening polymerization
Journal or Publication Title: Angewandte Chemie International Edition
Publisher: Wiley
ISSN: 1433-7851
Official Date: 10 August 2015
Dates:
DateEvent
10 August 2015Published
1 July 2015Available
7 May 2015Submitted
Volume: 127
Number: 33
Number of Pages: 5
Page Range: pp. 9686-9690
DOI: 10.1002/ange.201504175
Status: Peer Reviewed
Publication Status: Published
Access rights to Published version: Restricted or Subscription Access
Date of first compliant deposit: 28 July 2016
Date of first compliant Open Access: 28 July 2016

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