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

Bastiaan J.V. Verkuijl, Boelo Schuur, Adriaan J. Minnaard*, Johannes G. De Vries, Ben L. Feringa*

*Corresponding author for this work

Research output: Contribution to journalArticleAcademicpeer-review

38 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)3045-3054
Number of pages10
JournalOrganic and Biomolecular Chemistry
Volume8
Issue number13
DOIs
Publication statusPublished - 28 Jun 2010
Externally publishedYes

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