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JST Press Release

May 16, 2017
Japan Science and Technology Agency (JST)
5-3, Yonbancho, Chiyoda-ku, Tokyo 102-8666

The last impregnable fortress, amide fell

Hydrogenation of inactivated amides using a single ruthenium complex giving both C–N and C=O bond cleavage

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 bipyridine–ruthenium (Ru) framework (molecularly well-designed site to confine adsorbed H2 in)” of a precatalyst, catalytic hydrogenation of inactivated amides including formamides through polyamide is achieved. Both C=O bond and C–N bond cleavage of a lactam became also possible by diverse activation of a single Ru precatalyst. That is, catalyst diversity is induced by activation and stepwise multiple hydrogenation of a single precatalyst when the conditions are varied. The versatile catalysts have different structures and different resting states for multifaceted amide hydrogenation, but the common structure produced upon reaction with H2, which catalyzes hydrogenation, seems to be “H–Ru–N–H.” Hydrogenation of CO2 derivative, N,N-dimethylformamide (DMF), also proceeded far more smoothly than preceding methods, giving full conversion of DMF under mild reaction conditions. Since the chemical immobilization of CO2 as DMF has well been investigated, a combination of the previous and present methods could provide an alternative route that benefits the methanol economy.

Program Information

Research Area “Advanced Catalytic Transformation program for Carbon utilization, Japan”

Journal Information

Takashi Miura, Masayuki Naruto, Katsuaki Toda, Taiki Shimomura and Susumu Saito. “Multifaceted catalytic hydrogenation of amides via diverse activation of a sterically confined bipyridine–ruthenium framework”. Scientific Reports, Published online 16 May 2017, doi: 10.1038/s41598-017-01645-z.


[About Research]
Susumu Saito, Ph.D.
Professor, Department of Chemistry, Graduate School of Sciences, Nagoya University
URL: http://noy.chem.nagoya-u.ac.jp/S_Saito-E/

[About Program]
Masashi Furukawa
Department of Research Project, JST


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