Synthesis and chiral recognition ability of helical polyacetylenes bearing helicene pendants
Synthesis and chiral recognition ability of helical polyacetylenes bearing helicene pendants
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DOI：
10.1039/c4py00692e
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发表时间：
2014-09-07
影响因子：
4.6
通讯作者：
Yashima, Eiji
中科院分区：
文献类型：
--
作者：
Anger, Emmanuel;Iida, Hiroki;Yashima, Eiji
通过使用铑催化剂聚合相应的乙炔（1-rac、1-P和1-M），制备了带有光学活性或外消旋[6]螺烯单元作为直接键合到主链上的侧基的新型聚乙炔（poly-1 s）。光学活性聚乙炔（poly-1-P和poly-1-M）形成了由光学活性螺烯侧基偏置的优选手性螺旋构象，导致其π共轭聚合物主链区域的诱导圆二色性（ICD）。当用作对映选择性吸附剂时，该旋光聚合物对单体[6]螺烯和1，1 '-联萘类似物等外消旋体表现出很高的手性识别能力，并对其中一种对映异构体进行对映选择性吸附。
Novel polyacetylenes bearing an optically active or racemic [6]helicene unit as the pendant groups directly bonded to the main-chain (poly-1s) were prepared by the polymerisation of the corresponding acetylenes (1-rac, 1-P and 1-M) using a rhodium catalyst. The optically active polyacetylenes (poly-1-P and poly-1-M) formed a preferred-handed helical conformation biased by the optically active helicene pendants, resulting in the induced circular dichroism (ICD) in their pi-conjugated polymer backbone regions. The optically active helical polymers, when employed as an enantioselective adsorbent, showed a high chiral recognition ability towards racemates, such as the monomeric [6]helicene and 1,1'-binaphthyl analogues, and enantioselectively adsorbed one of the enantiomers.