154779-70-1Relevant articles and documents
Rhodium-tris(3,5-bis(trifluoromethyl)phenyl)phosphine catalyzed hydroformylation of dienes to dialdehydes in supercritical carbon dioxide with high activity
Fujita, Shin-Ichiro,Fujisawa, Shinya,Bhanage, Bhalchandra M.,Arai, Masahiko
, p. 1307 - 1310 (2004)
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.
1,5-Hexadiene selective hydroformylation reaction catalyzed with Rh(acac)2/P(OPh)3 and Rh(acac)(CO)(PPh3)/PPh3 complexes
Trzeciak, A.M.,Ziolkowski, J.J.
, p. 107 - 112 (2007/10/02)
Hydroformylation of 1,5-hexadiene, catalyzed by the system Rh(acac)2/P(OPh)3 (I), leads to the formation of mono- and dialdehydes, 4-heptenal, 2-Me-3-hexenal and octane-1,8-dial, 2,5-Me2-hexanedial respectively.The yield of dialdehydes increases with temperature and pressure and reaches 100percent at 80 deg C and 10 atm of CO/H2 = 1.The reaction catalyzed by Rh(acac)(CO)(PPh3)/PPh3 (II) system produces, besides dialdehydes, monoaldehydes with a terminal double bond, namely 6-heptenal and 2-Me-5-hexenal.The migration of the double bonds in monoaldehydes dependsmainly on the donor properties of modifying ligands.Phosphine when used as a modifying ligand (II), because of its strong donor properties, restricts isomerization (double bond migration) and diminishes yield of 4-heptenal.In contrast, when less strongly donating ligands such as phosphite are used as modifying ligands (I), independently of its steric properties, 4-heptenal is the main reaction product.Key words: Hydroformylation; Rhodium; Hexadiene; Catalysis
