Aqueous biphasic hydrogenations catalyzed by rhodium and iridium complexes modified with human serum albumin

Article abstract of DOI:10.1016/j.apcata.2009.10.042

Water soluble complexes derived from the interaction between Rh(CO)₂(acac) and [Ir(COD)Cl]₂, respectively, with human serum albumin (HSA), were employed in the aqueous biphasic hydrogenation of α,β-unsaturated compounds as 2-cyclohexen-1-one (I), 2-butenal (V), 3-phenyl-2-propenal (IX) and 3-aryl-2-methyl-2-propenals (XIII and XVII). Both catalytic systems Rh/HSA and Ir/HSA showed to be very active in the hydrogenation of ketone I even at low temperature and hydrogen pressure; in particular, the rhodium based catalyst showed to be very selective affording exclusively cyclohexanone (II). The α,β-unsaturated aldehydes investigated required higher temperature (up to 60 °C) and pressure (5 MPa) to obtain good conversions. In this case Rh/HSA resulted to be more active than Ir based catalyst. In all cases both Rh/HSA and Ir/HSA were easily recycled without significant loss of activity.