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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

2004; Royal Society of Chemistry; Issue: 10 Linguagem: Inglês

10.1039/b403261f

1477-9234

Raymond P. J. Bronger, Silvana Marques e Silva, Paul C. J. Kamer, Piet W. N. M. van Leeuwen,

Catalytic Cross-Coupling Reactions

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 degrees 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.