Novel stereoregular helical poly(phenylacetylene) derivatives (PPA-Phe and PPA-Phg) with an amide linkage bearing l-phenylalanine and l-phenylglycine ethyl ester pendants were synthesized for use as chiral stationary phases (CSPs) in HPLC. The polymers showed different chiral recognition abilities depending on the coating solvents. Both PPA-Phe and PPA-Phg exhibited higher chiral recognitions when coated with CHCl₃ by having preferable conformations. Their chiral recognition abilities depended on their molecular weight and optical rotations which were influenced by the polymerization solvents and monomer concentration. PPA-Phe and PPA-Phg showed rather different chiral recognitions, indicating that the benzyl group of the former and the phenyl group of the latter also play important roles in the chiral recognition. A few racemates were completely separated on PPA-Phe or PPA-Phg with separation factors comparable or higher than those obtained on the popular polysaccharide-based CSPs.

中文翻译：

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带有1-苯基丙氨酸和1-苯基甘氨酸乙基酯侧链的酰胺键的螺旋聚苯乙炔的合成及其在HPLC手性固定相中的应用

合成了具有带有1-苯基丙氨酸和1-苯基甘氨酸乙酯侧基的酰胺键的新型立体有规螺旋聚苯乙炔衍生物（PPA-Phe和PPA-Phg），用作HPLC中的手性固定相（CSP）。取决于涂料溶剂，聚合物显示出不同的手性识别能力。既PPA-PHE和PPA-PHG用CHCl涂布时表现出更高的手性认可₃由具有优选构象。它们的手性识别能力取决于它们的分子量和旋光度，它们受聚合溶剂和单体浓度的影响。PPA-苯丙氨酸和PPA-Phg显示出相当不同的手性识别，表明前者的苄基和后者的苯基在手性识别中也起重要作用。少数外消旋物在PPA-Phe或PPA-Phg上被完全分离，其分离因子与在流行的基于多糖的CSP上获得的分离因子相当或更高。