Synthesis of a Symmetrically meta-Substituted Poly(diphenylacetylene) Bearing Chiral Amide Groups and Its Application as a Chiral Stationary Phase for HPLC

IF 1.4 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Chemistry Letters Pub Date : 2024-07-01 DOI:10.1093/chemle/upae129
Sanhanut Kesornsit, Tsuyoshi Taniguchi, Mai Nozaki, Tatsuya Nishimura, Katsuhiro Maeda
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Abstract

A symmetrically meta-substituted poly(diphenylacetylene) bearing chiral amide groups was synthesized by reacting (R)-1-phenylethylamine with a carboxy-group-containing precursor polymer, which was obtained by polymerizing the corresponding ester-containing diphenylacetylene using a modified Mo(V)-based catalytic system followed by hydrolysis. The polymer formed a one-handed helical conformation when thermally annealed in a solvent. The chiral recognition ability of the polymer before and after thermal annealing was investigated when used as a chiral stationary phase for high-performance liquid chromatography.
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含有手性酰胺基团的对称元取代聚(二苯基乙炔)的合成及其在高效液相色谱手性固定相中的应用
通过使(R)-1-苯基乙胺与含羧基的前体聚合物反应,合成了一种带有手性酰胺基团的对称元取代聚(二苯基乙炔),该前体聚合物是通过使用改良的基于钼(V)的催化系统聚合相应的含酯二苯基乙炔,然后进行水解而得到的。该聚合物在溶剂中热退火后形成单手螺旋构象。当聚合物用作高效液相色谱手性固定相时,研究了热退火前后聚合物的手性识别能力。
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来源期刊
Chemistry Letters
Chemistry Letters 化学-化学综合
CiteScore
3.00
自引率
6.20%
发文量
260
审稿时长
1.2 months
期刊介绍: Chemistry Letters covers the following topics: -Organic Chemistry- Physical Chemistry- Inorganic Chemistry- Analytical Chemistry- Materials Chemistry- Polymer Chemistry- Supramolecular Chemistry- Organometallic Chemistry- Coordination Chemistry- Biomolecular Chemistry- Natural Products and Medicinal Chemistry- Electrochemistry
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