Helicity induction on a poly(phenylacetylene) derivative bearing aza-18-crown-6 ether pendants in water

被引:41
作者
Nonokawa, R [1 ]
Yashima, E [1 ]
机构
[1] Nagoya Univ, Grad Sch Engn, Dept Mol Design & Engn, Chikusa Ku, Nagoya, Aichi 4648603, Japan
关键词
aza-18-crown-6; ether; amino acids; helicity induction; poly(phenylacetylene); helical polymers; induced circular dichroism; rhodium complexes; chirality recognition; nonlinear effect; host-guest system; polyacetylenes; chiral;
D O I
10.1002/pola.10634
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
A stereoregular poly(phenylacetylene) bearing the bulky aza-18-crown-6 ether as the pendant (poly-1) formed a predominantly one-handed helical conformation upon complexation with various chiral compounds, such as amino acids, peptides, aminosugars, amines, and amino alcohols in water. The complexes exhibited an induced circular dichroism(ICD) in the UV-visible region of the polymer main chain. Therefore, poly-1 can be used as a novel probe for determining the chirality of chiral compounds in water. The assay of 19 common free L-amino acids gave the same ICD sign at 0 degreesC except for L-phenylalanine. The effects of pH, temperature, guest concentration, and organic solvent content on the ICD during the complexation of poly-1 with chiral compounds were also investigated. (C) 2003 Wiley Periodicals, Inc.
引用
收藏
页码:1004 / 1013
页数:10
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