Journal of Organic Chemistry
Journal of Organic Chemistry
4 years ago

Catalyst-Dependent Selective Hydrogenation of Nitriles: Selective Synthesis of Tertiary and Secondary Amines

Catalyst-Dependent Selective Hydrogenation of Nitriles: Selective Synthesis of Tertiary and Secondary Amines
Hironao Sajiki, Yoshinari Sawama, Yuki Fujita, Tomohiro Ichikawa, Masahiro Mizuno, Eri Murakami, Yasunari Monguchi, Tomohiro Hattori, Tomohiro Maegawa
In the presence of palladium on carbon (Pd/C) as a catalyst, hydrogenation of aliphatic nitriles in cyclohexane efficiently proceeded at 25–60 °C under ordinary hydrogen gas pressure to afford the corresponding tertiary amines. However, the use of rhodium on carbon (Rh/C) led to the highly selective generation of secondary amines. Hydrogenation of aromatic nitriles and cyclohexanecarbonitrile selectively produced secondary amines in the presence of either Pd/C or Rh/C.

Publisher URL: http://dx.doi.org/10.1021/acs.joc.7b01823

DOI: 10.1021/acs.joc.7b01823

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