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  1. 113 工学系研究科・工学部
  2. 40 化学生命工学専攻
  3. 1134010 学術雑誌論文
  1. 0 資料タイプ別
  2. 10 学術雑誌論文
  3. 014 自然科学

Synthesis and chiral recognition ability of O-phenyl ethylphosphonothioic acid with a conformationally flexible phenoxy group for CH/π interaction

http://hdl.handle.net/2261/6010
5ec321ac-411a-4559-8522-5c76814e92fe
名前 / ファイル ライセンス アクション
26_Elsevier_w.pdf 26_Elsevier_w.pdf (146.3 kB)
Item type 学術雑誌論文 / Journal Article(1)
公開日 2007-05-10
タイトル
タイトル Synthesis and chiral recognition ability of O-phenyl ethylphosphonothioic acid with a conformationally flexible phenoxy group for CH/π interaction
言語
言語 eng
資源タイプ
資源 http://purl.org/coar/resource_type/c_6501
タイプ journal article
著者 Saigo, Kazuhiko

× Saigo, Kazuhiko

WEKO 105803

Saigo, Kazuhiko

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Kobayashi, Yuka

× Kobayashi, Yuka

WEKO 105804

Kobayashi, Yuka

Search repository
Maeda, Jin

× Maeda, Jin

WEKO 105805

Maeda, Jin

Search repository
Morisawa, Fumi

× Morisawa, Fumi

WEKO 105806

Morisawa, Fumi

Search repository
抄録
内容記述タイプ Abstract
内容記述 Enantiopure O-phenyl ethylphosphonothioic acid (1) was easily obtained by the enantioseparation of racemic 1, which was prepared from commercially available phosphorothioic trichloride through four steps. Enantiopure 1 was found to show an excellent chiral recognition ability for various 1-arylethylamine derivatives during the diastereomeric salt formation. Especially, enantiopure 1 could recognize the chirality of o- and m-substituted 1-arylethylamine derivatives, of which the chirality is generally difficult to be distinguished by conventional resolving agents. The X-ray crystallographic analyses of the less-soluble diastereomeric salts revealed that the conformation of the phenoxy group in enantiopure 1 could flexibly change in the diastereomeric salt crystals and that the excellent chiral recognition ability of enantiopure 1 resulted from the effective CH/π interaction of the phenoxy phenyl group.
書誌情報 Tetrahedron: Asymmetry

巻 17, 号 6, p. 967-974, 発行日 2006-03-20
ISSN
収録物識別子タイプ ISSN
収録物識別子 09574166
DOI
関連識別子
識別子タイプ DOI
関連識別子 info:doi/10.1016/j.tetasy.2006.03.009
フォーマット
内容記述タイプ Other
内容記述 application/pdf
著者版フラグ
値 author
出版者
出版者 Elsevier
関係URI
関連識別子
識別子タイプ URI
関連識別子 http://www.elsevier.com/locate/issn/09574166
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