Enantioselective Enzymatic Modification of Chiral Block Copolymers
Abstract Block copolymers comprising blocks with pendant hydroxy groups of opposite chirality are synthesized by RAFT polymerization of (R) ‐ and (S) ‐1‐(4‐vinylphenyl)ethanol (1R and 1S) as monomers. Initially, poly(styrene) macro‐RAFT agents are chain‐extended with both enantiomeric monomers to ob...
Published in: | Macromolecular Chemistry and Physics |
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Main Authors: | , , , |
Format: | Article in Journal/Newspaper |
Language: | English |
Published: |
Wiley
2012
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Subjects: | |
Online Access: | http://dx.doi.org/10.1002/macp.201200633 https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fmacp.201200633 https://onlinelibrary.wiley.com/doi/pdf/10.1002/macp.201200633 |
Summary: | Abstract Block copolymers comprising blocks with pendant hydroxy groups of opposite chirality are synthesized by RAFT polymerization of (R) ‐ and (S) ‐1‐(4‐vinylphenyl)ethanol (1R and 1S) as monomers. Initially, poly(styrene) macro‐RAFT agents are chain‐extended with both enantiomeric monomers to obtain poly(styrene‐ b ‐1R) and poly(styrene‐ b ‐1S) with controlled molecular weight and low polydispersities. Enantioselective esterification with vinyl acetate by Candida Antarctica Lipase B (CALB) is only possible on the 1R‐containing block copolymer. This concept is extended to a series of chiral block copolymers poly(1R‐ b ‐1S) which, apart from their optical rotation, all behave like very similar homopolymers. By enzymatic enantioselective esterification on the 1R‐block, block copolymer structures were obtained. |
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