Abstract: | 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 °C 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. © 2003 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 41: 1004–1013, 2003 |