Alkattan, M., Prunet, J. and Shaver, M. (2018) Functionalizable stereocontrolled cyclopolyethers by ring-closing metathesis as natural polymer mimics. Angewandte Chemie (International Edition), 57(39), pp. 12835-12839. (doi: 10.1002/anie.201805113) (PMID:29873428) (PMCID:PMC6175094)
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Abstract
While complex stereoregular cyclic architectures are commonplace in biomacromolecules, they remain rare in synthetic polymer chemistry, limiting the potential to develop synthetic mimics or advanced materials for biomedical applications. Herein we disclose the formation of a stereocontrolled 1,4‐linked six‐membered cyclopolyether prepared by ring‐closing metathesis (RCM). Ru‐mediated RCM, with careful control of catalyst, concentration and temperature, selectively affords the six‐membered ring cyclopolymer. Under optimized reaction conditions, no metathetical degradation, macrocycle or crosslinking was observed. Post‐polymerization modification by dihydroxylation afforded a novel polymer family encompassing a poly(ethylene glycol) backbone and sugar‐like functionalities ("PEGose"). This strategy also paves the way for using RCM as an efficient method to synthesize other stereocontrolled cyclopolymers.
| Item Type: | Articles |
|---|---|
| Additional Information: | This work was supported by the University of Edinburgh and EaStCHEM, the University of Glasgow and WestCHEM, and EPSRC (Doctoral Training Allocation EP/M506539/1 for M.A.). |
| Status: | Published |
| Refereed: | Yes |
| Glasgow Author(s) Enlighten ID: | Alkattan, Mr Mohammed and Prunet, Dr Joelle |
| Authors: | Alkattan, M., Prunet, J., and Shaver, M. |
| College/School: | College of Science and Engineering > School of Chemistry |
| Journal Name: | Angewandte Chemie (International Edition) |
| Publisher: | Wiley - V C H Verlag GmbH & Co. KGaA |
| ISSN: | 1433-7851 |
| ISSN (Online): | 1521-3773 |
| Published Online: | 06 June 2018 |
| Copyright Holders: | Copyright © 2018 The Authors |
| First Published: | Angewandte Chemie (International Edition) 57(39):1283-12839 |
| Publisher Policy: | Reproduced under a Creative Commons License |
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