Direct hydrogenation of amides to alcohols and amines under mild conditions.

@article{Balaraman2010DirectHO,
  title={Direct hydrogenation of amides to alcohols and amines under mild conditions.},
  author={Ekambaram Balaraman and Boopathy Gnanaprakasam and Linda J. W. Shimon and David Milstein},
  journal={Journal of the American Chemical Society},
  year={2010},
  volume={132 47},
  pages={
          16756-8
        }
}
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… 
Selective Room-Temperature Hydrogenation of Amides to Amines and Alcohols Catalyzed by a Ruthenium Pincer Complex and Mechanistic Insight
TLDR
Mechanistic investigations indicate that the room-temperature hydrogenation proceeds predominantly via the Ru–N amido/amine metal–ligand cooperation.
Mild and selective hydrogenation of aromatic and aliphatic (di)nitriles with a well-defined iron pincer complex.
TLDR
This study describes a molecular-defined iron complex, which allows for the hydrogenation of aryl, alkyl, heterocyclic nitriles and dinitriles, and constitutes the first example of an homogeneous catalyst, which permits the selective hydrogenations of industrially important adipodinitrile to 1,6-hexamethylenediamine.
Polynuclear lanthanide–diketonato clusters for the catalytic hydroboration of carboxamides and esters
Catalytic reduction of carboxamides into their corresponding amines is an attractive but extremely challenging transformation, which often meets with limited success; the valuable amine products
Computational Studies on the Mechanisms for Deaminative Amide Hydrogenation by Homogeneous Bifunctional Catalysts
The deaminative hydrogenation of amides is one of the most convenient pathways for the synthesis of amines and alcohols. The ideal source of reducing equivalents for this reaction is molecular
Multifaceted catalytic hydrogenation of amides via diverse activation of a sterically confined bipyridine–ruthenium framework
Amides are ubiquitous and abundant in nature and our society, but are very stable and reluctant to salt-free, catalytic chemical transformations. Through the activation of a “sterically confined
Near-Ambient-Temperature Dehydrogenative Synthesis of the Amide Bond: Mechanistic Insight and Applications
TLDR
The low-temperature activity stems from the ability of Ru–PNNH complexes to activate alcohol and hemiaminals at near-ambient temperatures through the assistance of the terminal N–H proton and is utilized to synthesize several simple amide bond-containing commercially available pharmaceutical drugs from the corresponding amines and alcohols via the dehydrogenative coupling method.
Direct Hydrogenation of a Broad Range of Amides under Base‐free Conditions using an Efficient and Selective Ruthenium(II) Pincer Catalyst
The ruthenium(II) complex, [fac‐PNHN]RuH(η1‐BH4)(CO) (B; PNHN=8‐(2‐diphenylphosphinoethyl)aminotrihydroquinoline), is a highly versatile and effective catalyst (loadings of 0.1–1 mol %) for the
Efficient hydrogenation of organic carbonates, carbamates and formates indicates alternative routes to methanol based on CO2 and CO
TLDR
Producing methanol — useful as both a fuel and a synthetic building block — from carbon monoxide and carbon dioxide has been achieved using homogeneous catalytic hydrogenation of carbonates, carbamates and formates.
Hydrogenation and Hydrosilylation of Nitrous Oxide Homogeneously Catalyzed by a Metal Complex
TLDR
The homogeneously catalyzed reaction of nitrous oxide (N2O) with H2 is reported, catalyzed by a PNP pincer ruthenium complex, generating efficiently only dinitrogen and water, under mild conditions, thus providing a green, mild methodology for removal of Nitrous oxide.
Catalytic Oxidative Deamination by Water with H2 Liberation
TLDR
A green and efficient method for oxidative deamination, using water as the oxidant, catalyzed by a ruthenium pincer complex, which liberates hydrogen gas and avoids the use of sacrificial oxidants.
...
...

References

SHOWING 1-10 OF 62 REFERENCES
Discovery of Environmentally Benign Catalytic Reactions of Alcohols Catalyzed by Pyridine-Based Pincer Ru Complexes, Based on Metal–Ligand Cooperation
We have developed a new mode of metal–ligand cooperation, based on aromatization–dearomatization of pyridine-based pincer-type ligands, and have demonstrated it in the activation of H2 and C–H bonds
Discovery of Environmentally Benign Catalytic Reactions of Alcohols Catalyzed by Pyridine-Based Pincer Ru Complexes, Based on Metal–Ligand Cooperation
We have developed a new mode of metal–ligand cooperation, based on aromatization–dearomatization of pyridine-based pincer-type ligands, and have demonstrated it in the activation of H2 and C–H bonds
Facile Conversion of Alcohols into Esters and Dihydrogen Catalyzed by New Ruthenium Complexes
An efficient, environmentally benign method for the preparation of esters from alcohols under mild, neutral conditions without the need for carboxylic acid derivatives and condensing agents was
...
...