Sanhanut Kesornsit, Tsuyoshi Taniguchi, Mai Nozaki, Tatsuya Nishimura, Katsuhiro Maeda
{"title":"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","authors":"Sanhanut Kesornsit, Tsuyoshi Taniguchi, Mai Nozaki, Tatsuya Nishimura, Katsuhiro Maeda","doi":"10.1093/chemle/upae129","DOIUrl":null,"url":null,"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.","PeriodicalId":9862,"journal":{"name":"Chemistry Letters","volume":null,"pages":null},"PeriodicalIF":1.4000,"publicationDate":"2024-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Synthesis of a Symmetrically meta-Substituted Poly(diphenylacetylene) Bearing Chiral Amide Groups and Its Application as a Chiral Stationary Phase for HPLC\",\"authors\":\"Sanhanut Kesornsit, Tsuyoshi Taniguchi, Mai Nozaki, Tatsuya Nishimura, Katsuhiro Maeda\",\"doi\":\"10.1093/chemle/upae129\",\"DOIUrl\":null,\"url\":null,\"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.\",\"PeriodicalId\":9862,\"journal\":{\"name\":\"Chemistry Letters\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":1.4000,\"publicationDate\":\"2024-07-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Chemistry Letters\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1093/chemle/upae129\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Chemistry Letters","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1093/chemle/upae129","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
Synthesis of a Symmetrically meta-Substituted Poly(diphenylacetylene) Bearing Chiral Amide Groups and Its Application as a Chiral Stationary Phase for HPLC
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.