Oxidant-Free Conversion of Primary Amines to Nitriles

An amide-derived NNN-Ru(II) hydride complex catalyzes oxidant-free, acceptorless, and chemoselective dehydrogenation of primary and secondary amines to the corresponding nitriles and imines with liberation of dihydrogen. The catalyst system tolerates oxidizable functionality and is selective for the...

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Bibliographic Details
Published in:Journal of the American Chemical Society 2013-11, Vol.135 (44), p.16352-16355
Main Authors: Tseng, Kuei-Nin T, Rizzi, Andrew M, Szymczak, Nathaniel K
Format: Article
Language:English
Subjects:
Amines - chemistry
Catalysis
Molecular Structure
Nitriles - chemical synthesis
Nitriles - chemistry
Organometallic Compounds - chemistry
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Summary:An amide-derived NNN-Ru(II) hydride complex catalyzes oxidant-free, acceptorless, and chemoselective dehydrogenation of primary and secondary amines to the corresponding nitriles and imines with liberation of dihydrogen. The catalyst system tolerates oxidizable functionality and is selective for the dehydrogenation of primary amines (−CH2NH2) in the presence of amines without α-CH hydrogens.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja409223a