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. Vries, de, B.L. Feringa

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    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
    JournalOrganic & Biomolecular Chemistry
    Volume8
    Issue number13
    DOIs
    Publication statusPublished - 2010

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