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Rhodium-tris(3,5-bis(trifluoromethyl)phenyl)phosphine catalyzed hydroformylation of dienes to dialdehydes in supercritical carbon dioxide with high activity
Authors:Shin-ichiro Fujita  Bhalchandra M. Bhanage  Masahiko Arai
Affiliation:a Division of Materials Science and Engineering, Graduate School of Engineering, Hokkaido University, Sapporo 060-8628, Japan
b CREST, JST, Japan
Abstract:Rhodium-catalyzed hydroformylation of 1,5-hexadiene and 1,7-octadiene to corresponding dialdehydes was investigated in compressed CO2 and in toluene using different fluorinated phosphine compounds as ligands. A rhodium complex using tris(3,5-bis(trifluoromethyl)phenyl)phosphine is highly effective in compressed CO2 for double hydroformylation of 1,5-hexadiene, whose TOF value is much larger than those reported so far. It has been shown that this ligand is effective also for the hydroformylation of 1,7-octadiene and scCO2 is a better solvent than a conventional organic solvent of toluene for the title reaction.
Keywords:Hydroformylation   Rhodium   Dialdehyde   Fluorinated phosphine   Supercritical carbon dioxide
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