Direct hydrogenation of amides to alcohols and amines under mild conditions

TitleDirect hydrogenation of amides to alcohols and amines under mild conditions
Publication TypeJournal Article
Year of Publication2010
AuthorsBalaraman, E, Gnanaprakasam, B, Shimon, LJW, Milstein, D
JournalJournal of the American Chemical Society
Volume132
Issue47
Pagination16756–16758
Date PublishedNOV
Abstract

The selective, direct hydrogenation of amides to the corresponding alcohols and amines with cleavage of the C−N bond was discovered. The expected products of C−O cleavage are not formed (except as traces in the case of anilides). The reaction proceeds under mild pressure and neutral, homogeneous conditions using a dearomatized, bipyridyl-based PNN Ru(II) pincer complex as a catalyst. The postulated mechanism involves metal−ligand cooperation by aromatization−dearomatization of the heteroaromatic pincer core and does not involve hydrolytic cleavage of the amide. The simplicity, generality, and efficiency of this environmentally benign process make it attractive for the direct transformations of amides to alcohols and amines in good to excellent yields.

DOI10.1021/ja1080019
Funding Agency

Council of Scientific & Industrial Research (CSIR) - India

Type of Journal (Indian or Foreign)Foreign
Impact Factor (IF)9.019
Divison category: 
Catalysis and Inorganic Chemistry