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手性放大在具有紧密顺式-顺式主链的苯乙炔不对称诱导共聚反应中的作用。

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

机构信息

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

出版信息

Macromol Rapid Commun. 2013 Jul 25;34(14):1140-4. doi: 10.1002/marc.201300318. Epub 2013 May 27.

DOI:10.1002/marc.201300318
PMID:23712588
Abstract

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.

摘要

一种新型的苯乙炔(1),具有两个羟基和一个手性 pinanyl 基团,以及其他三个相关的苯乙炔,已经通过使用非手性催化体系被合成并(共聚)聚合。在这四个单体中,只有 1 适合于不对称诱导聚合(AIP)。手性放大现象仅在具有两个羟基的非手性苯乙炔(3)与 1 的共聚中观察到。通过在共聚物(1/3)中形成分子内氢键,形成紧密的螺旋顺式-顺式主链,增强了手性诱导的效率,因此在共聚过程中观察到手性放大现象。

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