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Cobalt-Catalyzed and Lewis Acid-Assisted Nitrile Hydrogenation to Primary Amines: A Combined Effort.
- Source :
-
Journal of the American Chemical Society [J Am Chem Soc] 2017 Sep 27; Vol. 139 (38), pp. 13554-13561. Date of Electronic Publication: 2017 Sep 14. - Publication Year :
- 2017
-
Abstract
- The selective hydrogenation of nitriles to primary amines using a bench-stable cobalt precatalyst under 4 atm of H <subscript>2</subscript> is reported herein. The catalyst precursor was reduced in situ using NaHBEt <subscript>3</subscript> , and the resulting Lewis acid formed, BEt <subscript>3</subscript> , was found to be integral to the observed catalysis. Mechanistic insights gleaned from para-hydrogen induced polarization (PHIP) transfer NMR studies revealed that the pairwise hydrogenation of nitriles proceeded through a Co(I/III) redox process.
Details
- Language :
- English
- ISSN :
- 1520-5126
- Volume :
- 139
- Issue :
- 38
- Database :
- MEDLINE
- Journal :
- Journal of the American Chemical Society
- Publication Type :
- Academic Journal
- Accession number :
- 28906106
- Full Text :
- https://doi.org/10.1021/jacs.7b07368