Chiral amplification during asymmetric-induced copolymerization of phenylacetylenes with tight cis-cisoidal main chains.

Macromol Rapid Commun

Key Laboratory of Superlight Materials and Surface Technology, Ministry of Education and Polymer Materials Research Center, Harbin Engineering University, Harbin 150001, China.

Published: July 2013

A novel phenylacetylene (1) having two hydroxyl groups and a chiral pinanyl group together with the other three related phenylacetylenes has been synthesized and (co)polymerized by using an achiral catalytic system. Among the four monomers, only 1 is suitable to the asymmetric-induced polymerization (AIP). Chiral amplification phenomenon is only observed in the copolymerization of 1 with an achiral phenylacetylene having two hydroxyl groups (3). The tight helical cis-cisoidal main chain formed by making intramolecular hydrogen bonds between the hydroxyl groups in the copoly(1/3) enhances the efficiency of chiral induction and as a result chiral amplification phenomenon is observed during the copolymerization.

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http://dx.doi.org/10.1002/marc.201300318DOI Listing

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