期刊
ACS CATALYSIS
卷 6, 期 2, 页码 742-746出版社
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.5b02464
关键词
halonitrobenzene; chemoselective; hydrogenation; intermetallic; PtZn
资金
- JSPS Kakenhi [23360353]
- Grants-in-Aid for Scientific Research [23360353] Funding Source: KAKEN
Nanoparticulate intermetallic PtZn acts as a highly efficient heterogeneous catalyst for chemoselective hydrogenation of halonitrobenzenes to haloanilines. Chloroanilines, bromoanilines, and iodoanilines, including all regioisomers, were obtained with excellent yields (typically >99%) under 1 atm H-2 at 40 degrees C. A gram-scale reaction afforded a turnover number (TON) of 8600. PtZn/SiO2 could be reused at least four times without significant loss of catalytic performance. PtZn/SiO2 afforded 7-fold higher TOF than Pt/SiO2. A combination of kinetic analysis, X-ray photoelectron spectroscopy (XPS) studies, and density functional theory (DFT) calculations revealed that electron-enriched Pt by Zn not only promotes nitro-hydrogenation but also effectively inhibits the carbon-halogen bond scission.
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