Highly selective cobalt-catalyzed hydrovinylation of styrene

M.M.P. Grutters, J.I. Vlugt, van der, Y. Pei, A.M. Mills, M. Lutz, A.L. Spek, C. Müller, C. Moberg, D. Vogt

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    Abstract

    Phosphine complexes of cobalt halide salts activated by diethylaluminum chloride are shown to yield highly active catalysts in the hydrovinylation of styrene, with unprecedented high selectivity to the desired product 3-phenyl-1-butene (3P1B). Double-bond isomerization, a common problem in codimerization reactions, only occurs after full conversion with these catalyst systems, even at elevated temperature. The most active catalysts are based on cobalt halide species combined with either C1- or C2-bridged diphosphines, heterodonor P,N or P,O ligands, flexible bidentate phosphine ligands or monodentate phosphine ligands. Kinetic investigations show an order >1 in catalyst, which indicates either the involvement of dinuclear species in the catalytic cycle or partial catalyst decomposition via a bimolecular pathway.
    Original languageEnglish
    Pages (from-to)2199-2208
    JournalAdvanced Synthesis & Catalysis
    Volume351
    Issue number13
    DOIs
    Publication statusPublished - 2009

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