N-glycoside complexes of nickel(II) : probing carbohydrate–transition metal interactions

Dale Jones, Marcelis Van Host, Shigenobu Yano, Tomoaki Tanase, Janice R. Aldrich-Wright

    Research output: Contribution to journalArticle

    Abstract

    Nickel(ii) complexes prepared from d- and l-arabinose (d-ara and l-ara) and 1,2-diaminoethane (en), [Ni(en-d-ara)2](ClO4)2•2H2O 1 and [Ni(en-l-ara)2](ClO4)2•2H2O 2 (where en-d-ara is 1-((2-aminoethyl)amino)-1-deoxy-d-arabinose) were synthesized and characterized by absorption spectroscopy, circular dichroism (CD), and X-ray crystallography. The CD spectra of 1 and 2 in the d–d transition region indicate a C2 chiral configuration around the metal centre. X-ray crystallography of 1 revealed that two 1-((2-aminoethyl)amino)-1-deoxy-d-arabinose ligands coordinate to the nickel atom in nearly C2 symmetry, through the C(2) hydroxy group of the arabinose moiety and two nitrogen atoms of the diamine in a meridional mode. This results in a Λ-C2-helical configuration around the metal centre. The arabinose ring adopts the rare α-1C4 chair conformation and the carbohydrate–chelate ring conformation is δ.
    Original languageEnglish
    Pages (from-to)265-268
    Number of pages4
    JournalAustralian Journal of Chemistry
    Volume62
    Issue number3
    Publication statusPublished - 2009

    Keywords

    • biomolecules
    • carbohydrates
    • conformation
    • glycosides
    • nickel
    • transition metal complexes

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