Mild and Selective Catalytic Hydrogenation of the C=C Bond in α,β-Unsaturated Carbonyl Compounds Using Supported Palladium Nanoparticles.
Chemoselective reduction of the C=C bond in a variety of α,β-unsaturated carbonyl compounds using supported palladium nanoparticles is reported. Three different heterogeneous catalysts were compared using 1 atm of H2 : 1) nano-Pd on a metal-organic framework (MOF: Pd(0) -MIL-101-NH2 (Cr)), 2) nano-Pd on a siliceous mesocellular foam (MCF: Pd(0) -AmP-MCF), and 3) commercially available palladium on carbon (Pd/C). Initial studies showed that the Pd@MOF and Pd@MCF nanocatalysts were superior in activity and selectivity compared to commercial Pd/C. Both Pd(0) -MIL-101-NH2 (Cr) and Pd(0) -AmP-MCF were capable of delivering the desired products in very short reaction times (10-90 min) with low loadings of Pd (0.5-1 mol %). Additionally, the two catalytic systems exhibited high recyclability and very low levels of metal leaching.
Department of Organic Chemistry and, Berzelii Centre EXSELENT on Porous Materials, Arrhenius Laboratory, Stockholm University, 106 91, Stockholm, Sweden.
Anuja
A
Nagendiran
Department of Organic Chemistry and, Berzelii Centre EXSELENT on Porous Materials, Arrhenius Laboratory, Stockholm University, 106 91, Stockholm, Sweden.
Vlad
V
Pascanu
Department of Organic Chemistry and, Berzelii Centre EXSELENT on Porous Materials, Arrhenius Laboratory, Stockholm University, 106 91, Stockholm, Sweden.|AstraZeneca Translational Science Center at Karolinska Institute, 171 65, Stockholm, Sweden.
Antonio
A
Bermejo Gómez
Department of Organic Chemistry and, Berzelii Centre EXSELENT on Porous Materials, Arrhenius Laboratory, Stockholm University, 106 91, Stockholm, Sweden.
Greco
G
González Miera
Department of Materials and Environmental Chemistry, Stockholm University, 106 91, Stockholm, Sweden.
Cheuk-Wai
CW
Tai
Department of Organic Chemistry and, Berzelii Centre EXSELENT on Porous Materials, Arrhenius Laboratory, Stockholm University, 106 91, Stockholm, Sweden. Oscar@organ.su.se.
Oscar
O
Verho
Department of Organic Chemistry and, Berzelii Centre EXSELENT on Porous Materials, Arrhenius Laboratory, Stockholm University, 106 91, Stockholm, Sweden. belen.martin.matute@su.se.
Belén
B
Martín-Matute
Department of Organic Chemistry and, Berzelii Centre EXSELENT on Porous Materials, Arrhenius Laboratory, Stockholm University, 106 91, Stockholm, Sweden. jan.e.backvall@su.se.
Jan-E
JE
Bäckvall
heterogeneous catalysis; mesocellular foam; metal-organic framework; palladium nanoparticles; selective hydrogenation