論文

査読有り
2015年8月

Influence of Helical Structure on Chiral Recognition of Poly(phenylacetylene)s Bearing Phenylcarbamate Residues of L-Phenylglycinol and Amide Linage as Pendants

CHIRALITY
  • Chunhong Zhang
  • ,
  • Rui Ma
  • ,
  • Hailun Wang
  • ,
  • Ryosuke Sakai
  • ,
  • Toshifumi Satoh
  • ,
  • Toyoji Kakuchi
  • ,
  • Lijia Liu
  • ,
  • Yoshio Okamoto

27
8
開始ページ
500
終了ページ
506
記述言語
英語
掲載種別
研究論文(学術雑誌)
DOI
10.1002/chir.22453
出版者・発行元
WILEY-BLACKWELL

Four poly(phenylacetylene)s (PPA-1, PPA-2, PPA-3, PPA-4) bearing phenylcarbamate residues of L-phenylglycinol and amide linkage as pendants were prepared to be used as chiral stationary phases (CSPs) for high-performance liquid chromatography (HPLC), and the influences of coating solvents, dimethylformamide (DMF) and tetrahydrofuran (THF), which were used for coating the polymers on silica gel, on the helical structure of the polymers and their chiral recognition abilities were investigated. The structure analysis of PPA-1, PPA-2, PPA-3, PPA-4 by H-1 nuclear magnetic resonance (NMR), size exclusion chromatography (SEC), optical rotation, and circular dichroism (CD) spectra indicated that the polymers possess the cis-transoidal structure with dynamic helical conformation. The polymers in THF seem to have shorter conjugated helical main chains along with a tighter twist conformation than those in DMF. The chiral recognition abilities of PPA-1, PPA-2, PPA-3, PPA-4 with the different helical structures induced by the coating solvents were evaluated as the CSPs in HPLC. The helical structures of PPA-1, PPA-2, PPA-3, PPA-4 induced with THF are preferable for chiral recognition for some racemates compared to those induced with DMF, and higher chiral recognition abilities of PPA-1, PPA-2, PPA-3, PPA-4 were achieved using THF. Chirality 27:500-506, 2015. (c) 2015 Wiley Periodicals, Inc.

Web of Science ® 被引用回数 : 15

リンク情報
DOI
https://doi.org/10.1002/chir.22453
Web of Science
https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=JSTA_CEL&SrcApp=J_Gate_JST&DestLinkType=FullRecord&KeyUT=WOS:000358643100009&DestApp=WOS_CPL

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