3 years ago

Ruthenium-Catalyzed Deaminative Hydrogenation of Aliphatic and Aromatic Nitriles to Primary Alcohols

Ruthenium-Catalyzed Deaminative Hydrogenation of Aliphatic and Aromatic Nitriles to Primary Alcohols
Martin Ernst, István Gábor Molnár, Thomas Schaub, Pilar Calleja, A. Stephen K. Hashmi
The deaminative hydrogenation of nitriles towards alcohols is a useful reaction to transform nitriles into alcohols with NH3 as the sole byproduct. Using the simple and robust RuHCl(CO)(PPh3)3 complex as a catalyst, at low H2 pressures a series of aliphatic and aromatic nitriles could be transformed into the corresponding alcohols. Suitable solvent systems for these reactions were 1,4-dioxane/water and EtOH/water mixtures. In most cases, the selectivity for the alcohols was excellent, and the corresponding amines were formed only in trace amounts. Simple is sometimes better: The inexpensive and robust RuHCl(CO)(PPh3)3 complex is found to be a highly efficient and selective catalyst for the direct deaminative hydrogenation of nitriles to form primary alcohols. The reaction proceeds under relatively mild conditions and gives generally high yields for both aliphatic and aromatic nitriles.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/cctc.201700878

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