Chiral separation of substituted phenylalanine analogues using chiral palladium phosphine complexes with enantioselective liquid-liquid extraction

被引：45

作者：

Verkuijl, Bastiaan J. V. ^{[1
]}

Schuur, Boelo ^{[2
]}

Minnaard, Adriaan J. ^{[1
]}

de Vries, Johannes G. ^{[1
,3
]}

Feringa, Ben L. ^{[1
]}

机构：

[1] Univ Groningen, Organ Chem Lab, Stratingh Inst Chem, NL-9747 AG Groningen, Netherlands

[2] Eindhoven Univ Technol, Dept Chem & Chem Engn, NL-5600 MB Eindhoven, Netherlands

[3] DSM Innovat Synth BV, NL-6160 MD Geleen, Netherlands

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2010年 / 8卷 / 13期

关键词：

SUPERCRITICAL-FLUID EXTRACTION; HOST-GUEST COMPLEXATION; AMINO-ACID DERIVATIVES; MOLECULAR RECOGNITION; ENANTIOMER SEPARATION; REACTIVE EXTRACTION; NMR ANALYSIS; RESOLUTION; PLATINUM(II); RACEMIZATION;

D O I：

10.1039/b924749a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Chiral palladium phosphine complexes have been employed in the chiral separation of amino acids and phenylalanine analogues in particular. The use of (S)-xylyl-BINAP as a ligand for the palladium complex in enantioselective liquid-liquid extraction allowed the separation of the phenylalanine analogues with the highest operational selectivity reported to date. (31)P NMR, FTIR, FIR, UV-Vis, CD and Raman spectroscopy methods have been applied to gain insight into the binding mechanism of the amino acid substrates with the chiral palladium phosphine complexes. A complexation in a bidentate fashion is proposed.

引用

页码：3045 / 3054

页数：10

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