Mild and Selective Catalytic Hydrogenation of the C=C Bond in α,β-Unsaturated Carbonyl Compounds Using Supported Palladium Nanoparticles

• Published in: Chemistry : a European journal Vol. 22; no. 21; pp. 7184 - 7189
• Main Authors: Nagendiran, Anuja, Pascanu, Vlad, Bermejo Gómez, Antonio, González Miera, Greco, Tai, Cheuk-Wai, Verho, Oscar, Martín-Matute, Belén, Bäckvall, Jan-E.
• Format: Journal Article
• Language: English
• Published: Germany Blackwell Publishing Ltd 17.05.2016
• Subjects: Carbonyl compounds; Catalysis; Catalysts; Foamed metals; heterogeneous catalysis; Medicin och hälsovetenskap; mesocellular foam; metal-organic framework; Metal-organic frameworks; Nanoparticles; Palladium; palladium nanoparticles; selective hydrogenation; Selectivity; palladium nanoparticles; heterogeneous catalysis; selective hydrogenation; mesocellular foam; metal-organic framework
• ISSN: 0947-6539; 1521-3765; 1521-3765
• DOI: 10.1002/chem.201600878

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: Pd0‐MIL‐101‐NH2(Cr)), 2) nano‐Pd on a siliceous mesocellular foam (MCF: Pd0‐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 Pd0‐MIL‐101‐NH2(Cr) and Pd0‐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. Make it selective! Make it porous! Chemoselective reduction of the C=C bond in a variety of α,β‐unsaturated carbonyl compounds using supported palladium nanoparticles is reported (see figure). Studies revealed that both palladium on mesocellular foam (MCF) and palladium on metal–organic framework (MOF) were superior in activity and selectivity compared to commercial Pd/C.