Chiral and Chirality Discrimination on Helical Polyacetylenes
Chiral and Chirality Discrimination on Helical Polyacetylenes
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DOI：
10.2116/analsci.18.3
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发表时间：
2002-01
影响因子：
1.6
通讯作者：
E. Yashima
中科院分区：
文献类型：
--
作者：
E. Yashima
综述了螺旋聚苯乙炔的合成及其功能。用相应的手性苯乙炔单体聚合合成了旋光性聚苯乙炔，并将其作为高效液相色谱的手性固定相进行了手性识别。聚苯乙炔具有较高的手性识别能力，能分辨部分外消旋化合物。概念上新的带有官能团的非旋光性聚苯乙炔通过与能与聚合物相互作用的旋光性小分子络合而被诱导成螺旋状聚苯乙炔。该配合物在有机溶剂和水中均表现出诱导圆二色性，可用于确定手性分子的绝对构型。本文还描述了一种以β -环糊精为侧基的独特螺旋聚乙炔，该聚乙炔表现出大分子螺旋度反转并伴有颜色变化。
Synthesis and function of helical polyphenylacetylenes are briefly reviewed. Optically active helical polyphenylacetylenes were synthesized by polymerization of the corresponding chiral phenylacetylene monomers and their chiral recognition abilities were evaluated as a chiral stationary phase for HPLC. The polyphenylacetylenes showed high chiral recognition and could resolve some racemic compounds. Conceptually new helical polyphenylacetylenes were found to be induced on optically inactive polyphenylacetylenes bearing functional groups upon complexation with optically active small molecules capable of interacting with the polymers. The complexes exhibited a characteristic induced circular dichroism in the UV-visible region in organic solvents as well as in water, which could be used to determine the absolute configuration of chiral molecules. A unique helical polyacetylene bearing a β -cyclodextrin as the side group that exhibits the inversion of macromolecular helicity accompanied with a color change is also described.