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Issue 10, 2004
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A novel dicationic phenoxaphosphino-modified Xantphos-type ligand: a ligand for highly active and selective, biphasic, rhodium catalysed hydroformylation in ionic liquids

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Abstract

A highly active and regioselective catalyst obtained from a novel dicationic ligand (1) and Rh(CO)2(acac) for hydroformylation of 1-hexene and 1-octene in ionic liquids is reported. Optimisation studies of various reaction parameters led to an unprecedentedly active (TOFs > 6200 mol mol−1 h−1, T = 100 °C), selective (l/b ratios > 40) and stable hydroformylation procedure. No catalyst leaching (Rh-loss < 0.07% of initial rhodium intake, P-loss < 0.4% of the initial phosphorus intake) or losses in performance could be measured during 1-octene hydroformylation recycle experiments in 1-butyl-3-methylimidazolium hexafluorophosphate. At low catalyst loadings activities and regioselectivities competitive with one-phase catalysis in conventional solvents were observed. At high catalyst loadings the system is extremely stable and has a long shelf-life as a result of the formation of stable, if inactive rhodium dimers.

Graphical abstract: A novel dicationic phenoxaphosphino-modified Xantphos-type ligand: a ligand for highly active and selective, biphasic, rhodium catalysed hydroformylation in ionic liquids

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Publication details

The article was received on 02 Mar 2004, accepted on 30 Mar 2004 and first published on 16 Apr 2004


Article type: Paper
DOI: 10.1039/B403261F
Citation: Dalton Trans., 2004,0, 1590-1596
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    A novel dicationic phenoxaphosphino-modified Xantphos-type ligand: a ligand for highly active and selective, biphasic, rhodium catalysed hydroformylation in ionic liquids

    R. P. J. Bronger, S. M. Silva, P. C. J. Kamer and P. W. N. M. van Leeuwen, Dalton Trans., 2004, 0, 1590
    DOI: 10.1039/B403261F

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