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  1. B200 工学部/工学研究科
  2. B200a 雑誌掲載論文
  3. 学術雑誌

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/2237/00031583
65834c5d-2fce-46be-a814-2b5b33fa1354
名前 / ファイル ライセンス アクション
POLYMER POLYMER CHEMISTRY10_46_2019_6260-6268 (6.2 MB)
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

WEKO 96535

en Ishidate, Ryoma

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Sato, Toru

× Sato, Toru

WEKO 96536

en Sato, Toru

Search repository
Ikai, Tomoyuki

× Ikai, Tomoyuki

WEKO 96537

en Ikai, Tomoyuki

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Kanoh, Shigeyoshi

× Kanoh, Shigeyoshi

WEKO 96538

en Kanoh, Shigeyoshi

Search repository
Yashima, Eiji

× Yashima, Eiji

WEKO 96539

en Yashima, Eiji

Search repository
Maeda, Katsuhiro

× Maeda, Katsuhiro

WEKO 96540

en Maeda, Katsuhiro

Search repository
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 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
内容記述タイプ Abstract
内容記述
内容記述 ファイル公開:2020/12/14
言語 ja
内容記述タイプ Other
出版者
言語 en
出版者 Royal Society of Chemistry
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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