Kinetic studies on sec-alcohol racemization with dicarbonylchloro(pentabenzylcyclopentadienyl)- and dicarbonylchloro(pentaphenylcyclopentadienyl)ruthenium catalysts

Denys Mavrynsky, Dmitry Murzin, Reko Leino

    Tutkimustuotos: LehtiartikkeliArtikkeliTieteellinenvertaisarvioitu

    5 Sitaatiot (Scopus)

    Abstrakti

    Pentasubstituted cyclopentadienyl complexes of ruthenium R5CpRu(CO)(2)Cl (R=Ph, benzyl) form, upon activation with tBuOK, highly active catalysts for racemization of chiral sec-alcohols. In combination with suitable resolving enzymes, such catalyst systems can efficiently be utilized for dynamic kinetic resolution reactions providing chiral alcohols, after hydrolysis of the corresponding acetates, in high yields and high enantiomeric purities. Here, three such ruthenium complexes were first characterized by NMR spectroscopy and cyclic voltammetry analysis (CVA) for elucidating their electronic characteristics in detail. 5CpRu(CO)(2)Cl (Bn=benzyl) racemizes electron-rich substrates more efficiently and in most cases faster than its pentaphenyl substituted analogue, formerly often considered as the leading catalyst candidate for dynamic kinetic resolution applications. 5CpRu(CO)(2)Cl, in turn, is more efficient for electron-poor substrates.
    AlkuperäiskieliEi tiedossa
    Sivut2436–2445
    Sivumäärä10
    JulkaisuChemCatChem
    Vuosikerta5
    Numero8
    DOI - pysyväislinkit
    TilaJulkaistu - 2013
    OKM-julkaisutyyppiA1 Julkaistu artikkeli, soviteltu

    Keywords

    • alcohols
    • cyclopentadienyl ligands
    • kinetics
    • racemization
    • ruthenium

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