Selective Synthesis of Primary Amines from Nitriles under Hydrogenation Conditions

The hydrogenation of aliphatic nitriles over Pd/C, Pd/Al2O3, and Pd−Au/Al2O3 catalysts were evaluated for the selective hydrogenation of aliphatic nitriles to the corresponding primary amines. The highest selectivity (>99%) toward primary amines was achieved when the reaction was carried out in a...

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Bibliographic Details
Published in:Advanced synthesis & catalysis 2018-04, Vol.360 (8), p.1726-1732
Main Authors: Yoshimura, Masatoshi, Komatsu, Akira, Niimura, Masaru, Takagi, Yukio, Takahashi, Tohru, Ueda, Shun, Ichikawa, Tomohiro, Kobayashi, Yutaka, Okami, Hiroki, Hattori, Tomohiro, Sawama, Yoshinari, Monguchi, Yasunari, Sajiki, Hironao
Format: Article
Language:English
Subjects:
Acetic acid
Aliphatic compounds
Aluminum oxide
Amines
Catalysis
Catalysts
chemoselectivity
gold
heterogeneous catalysis
Hydrogen storage
Hydrogenation
Nitriles
palladium
Selectivity
Surface structure
Synthesis
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Summary:The hydrogenation of aliphatic nitriles over Pd/C, Pd/Al2O3, and Pd−Au/Al2O3 catalysts were evaluated for the selective hydrogenation of aliphatic nitriles to the corresponding primary amines. The highest selectivity (>99%) toward primary amines was achieved when the reaction was carried out in acetic acid using 10 mol% of 25% Pd‐5% Au/Al2O3 under relatively low hydrogen pressure (0.8 MPa). Characterization of the catalysts by XRD, CO adsorption experiments, and EXAFS revealed that the excellent selectivity of 25% Pd‐5% Au/Al2O3 toward the synthesis of primary amines is determined by the electronic properties and/or the surface structure resulting from alloying Pd with Au.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201800102