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.
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页码：3045 / 3054
页数：10
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