Pd-CuFe Catalyst for Transfer Hydrogenation of Nitriles: Controllable Selectivity to Primary Amines and Secondary Amines
Lei Liu,
Yuhong Liu,
Yongjian Ai,
Jifan Li,
Junjie Zhou,
Zhibo Fan,
Hongjie Bao,
Ruihang Jiang,
Zenan Hu,
Jingting Wang,
Ke Jing,
Yue Wang,
Qionglin Liang,
Hongbin Sun
Affiliations
Lei Liu
Department of Chemistry, Northeastern University, Shenyang 110819, People's Republic of China; State Key Laboratory of Tribology, Tsinghua University, Beijing 100084, People's Republic of China
Yuhong Liu
State Key Laboratory of Tribology, Tsinghua University, Beijing 100084, People's Republic of China; Corresponding author
Yongjian Ai
Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing 100084, People's Republic of China
Jifan Li
Department of Chemistry, Northeastern University, Shenyang 110819, People's Republic of China
Junjie Zhou
Department of Chemistry, Northeastern University, Shenyang 110819, People's Republic of China
Zhibo Fan
Department of Chemistry, Northeastern University, Shenyang 110819, People's Republic of China
Hongjie Bao
Department of Chemistry, Northeastern University, Shenyang 110819, People's Republic of China
Ruihang Jiang
Department of Chemistry, Northeastern University, Shenyang 110819, People's Republic of China
Zenan Hu
Department of Chemistry, Northeastern University, Shenyang 110819, People's Republic of China
Jingting Wang
Department of Chemistry, Northeastern University, Shenyang 110819, People's Republic of China
Ke Jing
Department of Chemistry, Northeastern University, Shenyang 110819, People's Republic of China
Yue Wang
State Key Laboratory of Tribology, Tsinghua University, Beijing 100084, People's Republic of China
Qionglin Liang
Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing 100084, People's Republic of China; Corresponding author
Hongbin Sun
Department of Chemistry, Northeastern University, Shenyang 110819, People's Republic of China; Corresponding author
Summary: A multicomponent nanocatalyst system was fabricated for the transfer hydrogenation of nitrile compounds. This catalyst system contains palladium, copper, and iron, which are supported on the magnetite nanospheres, and the loading of palladium could be at the parts per million level. Palladium and copper contribute to the transformation of nitrile, and the product distribution highly depends on the alloying of Fe to Cu. The nitriles could be converted to primary amine by the Pd-Cu catalyst in the absence of Fe, whereas in the presence of Fe the products are secondary amines with high selectivity. This could be attributed to the electronic modulation of iron to copper. A variety of nitriles have been transformed to the corresponding primary or secondary amines with high selectivity, and the TOF reaches 2,929 hr−1 for Pd. Furthermore, the catalyst could be recycled by an external magnetic field and reused five times without severe activity loss. : Chemistry; Catalysis; Organic Chemistry Subject Areas: Chemistry, Catalysis, Organic Chemistry