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- 森山 勝
- 鐘紡 (株) 薬品研究所
書誌事項
- タイトル別名
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- Application of Optically Active Phosphinothioic Acid as Chiral Shift Reagent to Determination of Enantiomeric Purity
- キラルシフト シヤク トシテノ コウガク カッセイ Phosphinothio
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Phosphinothioic acid has tetrahedral structure in which the phosphorus atom becomes chiral center and the hydrogen oxide group has strong hydrogen bonding power. Fortunately, it is readily resolved into two enantiomers, which are stable to treat. The optically active phosphinothioic acids, especially phenyl-t-butylphosphinothioic. acid (1), can induce chemical shift non-equivalence of enantiomers in the 1H NMR spectra of chiral compounds such as phosphinates, phosphonates, phosphine oxides, phosphinic amides, phosphinothioic acids, phosphonothioic acids, amines, and alcohols. The non-equivalence is due to the formation of diastereomeric complexes in which optically active acid is hydrogen bonded to the phosphoryl, amino, or hydroxy groups of the enantiomers.<BR>Thus, the enantiomeric purities can be easily and accurately determined from the relative intensities (peak heights) of the two signals. Preparation of the thioacid (1) and recovery from the NMR solution are described in detail with the chemical shift non-equivalence data.
収録刊行物
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- 有機合成化学協会誌
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有機合成化学協会誌 42 (4), 355-361, 1984
公益社団法人 有機合成化学協会
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詳細情報 詳細情報について
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- CRID
- 1390001205312665984
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- NII論文ID
- 130000930723
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- NII書誌ID
- AN0024521X
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- ISSN
- 18836526
- 00379980
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- NDL書誌ID
- 2984600
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- 本文言語コード
- ja
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- データソース種別
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- JaLC
- NDL
- Crossref
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- 抄録ライセンスフラグ
- 使用不可