Organocatalytic tunable amino acid polymers prepared by controlled radical polymerization
Evans, Amanda C., Lu, Annhelen, Ondeck, Courtney, Longbottom, Deborah A. and O'Reilly, Rachel K.. (2010) Organocatalytic tunable amino acid polymers prepared by controlled radical polymerization. Macromolecules, Vol.43 (No.15). pp. 6374-6380. ISSN 0024-9297Full text not available from this repository.
Official URL: http://dx.doi.org/10.1021/ma1008447
Two families of organocatalytically active polystyrene-based copolymers with tunable incorporations of 4-hydroxyproline have been synthesized using two different controlled radical polymerization technologies: nitroxide-mediated polymerization (NMP) and reversible addition-fragmentation chain transfer (RAFT) polymerization. Both of these methodologies allow ready access to a number of polymeric species with controllable molecular weights, narrow molecular weight distributions (ca. 1.2), and reliable functionality incorporations (between 3 and 26%). The organocatalytic activity and selectivity of the NMP-derived family of copolymers with variable incorporations of L-proline have been investigated using the aldol reaction, which provided high conversion to products ( > 95%) with very good diastereo- and enantioselectivities. We propose that these materials have potential as highly efficient recoverable organocatalyst supports whose solubility and loading can be readily tailored to the desired application.
|Item Type:||Journal Article|
|Subjects:||Q Science > QD Chemistry|
|Divisions:||Faculty of Science > Chemistry|
|Library of Congress Subject Headings (LCSH):||Polymers, Amino acids, Polymerization, Polystyrene, Catalysis|
|Journal or Publication Title:||Macromolecules|
|Publisher:||American Chemical Society|
|Official Date:||10 August 2010|
|Number of Pages:||7|
|Page Range:||pp. 6374-6380|
|Funder:||Royal Society (Great Britain), Leverhulme Trust (LT), Engineering and Physical Sciences Research Council (EPSRC)|
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