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

被引:38
|
作者
Nagendiran, Anuja [1 ,2 ]
Pascanu, Vlad [1 ,2 ]
Gomez, Antonio Bermejo [1 ,2 ,4 ]
Miera, Greco Gonzalez [1 ,2 ]
Tai, Cheuk-Wai [3 ]
Verho, Oscar [1 ,2 ]
Martin-Matute, Belen [1 ,2 ]
Backvall, Jan-E. [1 ,2 ]
机构
[1] Stockholm Univ, Dept Organ Chem, S-10691 Stockholm, Sweden
[2] Stockholm Univ, Berzelii Ctr EXSELENT Porous Mat, Arrhenius Lab, S-10691 Stockholm, Sweden
[3] Stockholm Univ, Dept Mat & Environm Chem, S-10691 Stockholm, Sweden
[4] Karolinska Inst, AstraZeneca Translat Sci Ctr, S-17165 Stockholm, Sweden
基金
瑞典研究理事会;
关键词
heterogeneous catalysis; mesocellular foam; metal-organic framework; palladium nanoparticles; selective hydrogenation; PD-AT-MOF; FUNCTIONALIZED MESOCELLULAR FOAM; METAL-ORGANIC FRAMEWORKS; CROSS-COUPLING REACTION; CHEMOSELECTIVE HYDROGENATION; EFFICIENT; CINNAMALDEHYDE; NANOPALLADIUM; ENZYME;
D O I
10.1002/chem.201600878
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Chemoselective reduction of the C=C bond in a variety of alpha,beta-unsaturated carbonyl compounds using supported palladium nanoparticles is reported. Three different heterogeneous catalysts were compared using 1 atm of H-2 : 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 (1090 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.
引用
收藏
页码:7184 / 7189
页数:6
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