Selectivity of rhodium-catalyzed hydroformylation of 1-octene during batch and semi-batch reaction using trifluoromethyl-substituted ligands

A.C.J. Koeken, M.C.A. Vliet, van, L.J.P. Broeke, van den, B.J. Deelman, J.T.F. Keurentjes

    Research output: Contribution to journalArticleAcademicpeer-review

    18 Citations (Scopus)
    1 Downloads (Pure)

    Abstract

    The regioselectivity of catalysts generated in situ from dicarbonyl rhodium(I)(2,4-pentanedione) and trifluoromethyl-substituted triphenylphosphine ligands has been evaluated during the hydroformylation of 1-octene. The influence of batch or semi-batch operation, the solvent, and the number of trifluoromethyl substituents has been investigated. During batch operation in a supercritical carbon dioxide (CO2)-rich system the differential n:iso ratio increases from approximately 4 to a value of 12-16 at about 90-95 % conversion for the catalyst based on bis[3,5-bis(trifluoromethyl)phenyl]phenylphosphine. For semi-batch conditions using hexane a constant n:iso ratio is obtained over a broad conversion range. Batch hydroformylation in neat 1-octene is faster than in a supercritical CO2-rich, one-phase system, with a similar overall selectivity as observed in the supercritical case. The results provide further directions for the development of ligands that are especially designed for the separation of homogeneous catalysts in continuously operated hydroformylation in scCO2.
    Original languageEnglish
    Pages (from-to)179-188
    JournalAdvanced Synthesis & Catalysis
    Volume350
    Issue number1
    DOIs
    Publication statusPublished - 2008

    Fingerprint

    Dive into the research topics of 'Selectivity of rhodium-catalyzed hydroformylation of 1-octene during batch and semi-batch reaction using trifluoromethyl-substituted ligands'. Together they form a unique fingerprint.

    Cite this