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Efficient Catalytic System for Chemoselective Hydrogenation of Halonitrobenzene to Haloaniline Using PtZn Intermetallic Compound

Iihama, Sho, Furukawa, Shinya, Komatsu, Takayuki·2016·ACS Catalysis

Abstract

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 °C. A gram-scale reaction afforded a turnover number (TON) of 8600. PtZn/SiO 2 could be reused at least four times without significant loss of catalytic performance. PtZn/SiO 2 afforded 7-fold higher TOF than Pt/SiO 2 . 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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Metadata

Authors
Iihama, S., Furukawa, S., & Komatsu, T.
Venue
ACS Catalysis
Published
2015-12-30
Volume
6
Issue
2
Pages
742-746
ISSN
2155-5435 (ISSN-L)
OpenAlex
W2212079525
Cited by
172
References
0
FWCI
5.69
Type
journal article
Language
en
Open access
closed

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CoChat. (2026). Citation check: Efficient Catalytic System for Chemoselective Hydrogenation of Halonitrobenzene to Haloaniline Using PtZn Intermetallic Compound. https://app.cochat.ai/papers/10.1021/acscatal.5b02464
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Iihama, S., Furukawa, S., & Komatsu, T. (2016). Efficient Catalytic System for Chemoselective Hydrogenation of Halonitrobenzene to Haloaniline Using PtZn Intermetallic Compound. ACS Catalysis. https://doi.org/10.1021/acscatal.5b02464

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