Tirrell, David A. (1998) Synthesis of alkoxyamine initiators for controlled radical polymerization. Journal of Polymer Science Part A: Polymer Chemistry, 36 (14). pp. 2667-2668. ISSN 0887-624X. doi:10.1002/(SICI)1099-0518(199810)36:14<2667::AID-POLA26>3.0.CO;2-F. https://resolver.caltech.edu/CaltechAUTHORS:TIRjpsa1998
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Abstract
On page 2161 of this volume, Hawker and coworkers report a simple and efficient method for the synthesis of alkoxyamine initiators for controlled radical polymerization. The method involves treatment of a styrene derivative with (salen)manganese(III) chloride and an oxidant, trapping of the intermediate adduct with 2,2,6,6-tetramethylpiperidinyloxy (TEMPO), and reduction with sodium borohydride. The method works nicely as a one-pot procedure and provides the target alkoxyamines in yields of ca. 55–75%. An attractive feature of the synthesis is the fact that hydroxyl, ester, halide, and alkene functional groups can be tolerated without loss of yield, suggesting that appropriately-substituted alkoxyamine initiators should become readily available for the preparation of polymers of controlled endgroup functionality.
Item Type: | Article | ||||
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Additional Information: | Copyright © 1998 John Wiley & Sons, Inc. | ||||
Issue or Number: | 14 | ||||
DOI: | 10.1002/(SICI)1099-0518(199810)36:14<2667::AID-POLA26>3.0.CO;2-F | ||||
Record Number: | CaltechAUTHORS:TIRjpsa1998 | ||||
Persistent URL: | https://resolver.caltech.edu/CaltechAUTHORS:TIRjpsa1998 | ||||
Official Citation: | Tirrell, D. A. (1998), Synthesis of alkoxyamine initiators for controlled radical polymerization. J. Polym. Sci. A Polym. Chem., 36: 2667–2668. doi: 10.1002/(SICI)1099-0518(199810)36:14<2667::AID-POLA26>3.0.CO;2-F | ||||
Usage Policy: | No commercial reproduction, distribution, display or performance rights in this work are provided. | ||||
ID Code: | 53433 | ||||
Collection: | CaltechAUTHORS | ||||
Deposited By: | Anne Hormann | ||||
Deposited On: | 06 Feb 2015 04:41 | ||||
Last Modified: | 10 Nov 2021 20:01 |
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