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Issue 13, 2010
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Chiral separation of substituted phenylalanine analogues using chiral palladium phosphine complexes with enantioselective liquid–liquid extraction

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Abstract

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. 31P 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.

Graphical abstract: Chiral separation of substituted phenylalanine analogues using chiral palladium phosphine complexes with enantioselective liquid–liquid extraction

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Publication details

The article was received on 25 Nov 2009, accepted on 30 Mar 2010 and first published on 17 May 2010


Article type: Paper
DOI: 10.1039/B924749A
Org. Biomol. Chem., 2010,8, 3045-3054

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

    B. J. V. Verkuijl, B. Schuur, A. J. Minnaard, J. G. de Vries and B. L. Feringa, Org. Biomol. Chem., 2010, 8, 3045
    DOI: 10.1039/B924749A

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