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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
http://hdl.handle.net/2261/60105ec321ac-411a-4559-8522-5c76814e92fe
| 名前 / ファイル | ライセンス | アクション |
|---|---|---|
26_Elsevier_w.pdf (146.3 kB)
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| Item type | 学術雑誌論文 / Journal Article(1) | |||||
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| 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× Kobayashi, Yuka× Maeda, Jin× Morisawa, Fumi |
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| 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 |
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| ISSN | ||||||
| 収録物識別子タイプ | ISSN | |||||
| 収録物識別子 | 09574166 | |||||
| DOI | ||||||
| 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 | |||||
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| 値 | author | |||||
| 出版者 | ||||||
| 出版者 | Elsevier | |||||
| 関係URI | ||||||
| 識別子タイプ | URI | |||||
| 関連識別子 | http://www.elsevier.com/locate/issn/09574166 | |||||
