Catalytic hydrogenation of unactivated amides enabled by hydrogenation of catalyst precursor

A general method for catalytic hydrogenation of unactivated amides was achieved. During the catalyst induction period, a novel structural change was observed involving full hydrogenation of the interior unsaturated bonds of the pyridines of the Ru-containing catalyst precursor. Based on this observa...

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Bibliographic Details
Published in:	Tetrahedron letters Vol. 54; no. 21; pp. 2674 - 2678
Main Authors:	Miura, Takashi, Held, Ingmar E., Oishi, Shunsuke, Naruto, Masayuki, Saito, Susumu
Format:	Journal Article
Language:	English
Published:	Elsevier Ltd 22-05-2013
Subjects:	Alcohol Amide Amides Amine Catalysis Catalysts Hydrogenation Precursors Pyridines Ruthenium complex Tetrahedrons Unsaturated Amide Alcohol Amine Hydrogenation Ruthenium complex
Online Access:	Get full text
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Summary:	A general method for catalytic hydrogenation of unactivated amides was achieved. During the catalyst induction period, a novel structural change was observed involving full hydrogenation of the interior unsaturated bonds of the pyridines of the Ru-containing catalyst precursor. Based on this observation, the mechanism of amide hydrogenation may involve a two-step pathway, wherein the Ru catalyst having an H–Ru–N–H functionality is generated in the first step, followed by the amide carbonyl group interacting with the outer, rather than the inner, sphere of the Ru catalyst.
Bibliography:	ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23
ISSN:	0040-4039 1873-3581
DOI:	10.1016/j.tetlet.2013.03.047