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Helicity induction and memory effect in poly(biphenylylacetylene)s bearing various functional groups and their use as switchable chiral stationary phases for HPLC
http://hdl.handle.net/2237/00031583
http://hdl.handle.net/2237/0003158365834c5d-2fce-46be-a814-2b5b33fa1354
| 名前 / ファイル | ライセンス | アクション |
|---|---|---|
POLYMER CHEMISTRY10_46_2019_6260-6268 (6.2 MB)
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| Item type | 学術雑誌論文 / Journal Article(1) | |||||
|---|---|---|---|---|---|---|
| 公開日 | 2020-03-12 | |||||
| タイトル | ||||||
| タイトル | Helicity induction and memory effect in poly(biphenylylacetylene)s bearing various functional groups and their use as switchable chiral stationary phases for HPLC | |||||
| 言語 | en | |||||
| 著者 |
Ishidate, Ryoma
× Ishidate, Ryoma× Sato, Toru× Ikai, Tomoyuki× Kanoh, Shigeyoshi× Yashima, Eiji× Maeda, Katsuhiro |
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| アクセス権 | ||||||
| アクセス権 | open access | |||||
| アクセス権URI | http://purl.org/coar/access_right/c_abf2 | |||||
| 抄録 | ||||||
| 内容記述タイプ | Abstract | |||||
| 内容記述 | A series of poly(biphenylylacetylene)s (PBPAs) bearing various functional groups at the 4′-position of the biphenyl pendants were synthesized. The effects of the pendant functional groups on their macromolecular helicity induction and subsequent memory behaviors as well as their chiral recognition abilities as chiral stationary phases (CSPs) for high-performance liquid chromatography (HPLC) were investigated. Both the macromolecular helicity and the pendant axial chirality of the PBPAs bearing ester, acyloxy or carbamate groups induced by noncovalent interactions with an optically active alcohol were more stably memorized compared to those induced in the PBPAs bearing ether pendant groups when the optically active alcohol was completely removed. The PBPAs with a macromolecular helicity memory showed different chiral recognition abilities toward various racemates depending on the difference in the achiral pendant functional groups when used as CSPs for HPLC under normal phase conditions. The PBPA bearing carbamate pendants exhibited an excellent chiral recognition ability and resolved many racemates including axially chiral compounds and metal acetylacetonate complexes. Since the obtained PBPAs are soluble in the chiral alcohol, it was almost impossible to switch their enantioselectivities by treatment of the coated-type CSPs with a solution of the chiral alcohol in the column. By immobilizing the PBPA chains onto silica gel, the reversible control of the macromolecular helicity in the column could be achieved through alternate column treatment with a solution containing the (R)- or (S)-enantiomer of the chiral alcohol, thereby enabling the repeated switching of the enantiomer elution order. | |||||
| 言語 | en | |||||
| 内容記述 | ||||||
| 内容記述タイプ | Other | |||||
| 内容記述 | ファイル公開：2020/12/14 | |||||
| 言語 | ja | |||||
| 出版者 | ||||||
| 出版者 | Royal Society of Chemistry | |||||
| 言語 | en | |||||
| 言語 | ||||||
| 言語 | eng | |||||
| 資源タイプ | ||||||
| 資源タイプresource | http://purl.org/coar/resource_type/c_6501 | |||||
| タイプ | journal article | |||||
| 出版タイプ | ||||||
| 出版タイプ | AM | |||||
| 出版タイプResource | http://purl.org/coar/version/c_ab4af688f83e57aa | |||||
| DOI | ||||||
| 関連タイプ | isVersionOf | |||||
| 識別子タイプ | DOI | |||||
| 関連識別子 | https://doi.org/10.1039/C9PY01425J | |||||
| ISSN（print） | ||||||
| 収録物識別子タイプ | PISSN | |||||
| 収録物識別子 | 1759-9954 | |||||
| 書誌情報 |
en : Polymer Chemistry 巻 10, 号 46, p. 6260-6268, 発行日 2019-12-14 |
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| 著者版フラグ | ||||||
| 値 | author | |||||
