Multifaceted catalytic hydrogenation of amides via diverse activation of a sterically confined bipyridine-ruthenium framework

Scientific Reports
Takashi MiuraSusumu Saito

Abstract

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 formamides through polyamide is achieved under a wide range of reaction conditions. Both C=O bond and C-N bond cleavage of a lactam became also possible using a single 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."

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Citations

Jun 21, 2018·Chemical Communications : Chem Comm·Masazumi TamuraKeiichi Tomishige
Oct 13, 2018·Chemical Communications : Chem Comm·Shota Yoshioka, Susumu Saito
Nov 22, 2018·Dalton Transactions : an International Journal of Inorganic Chemistry·Tomohiro TakeshitaYumiko Nakajima
Jul 25, 2020·Journal of the American Chemical Society·Amit KumarDavid Milstein
Jun 9, 2021·Dalton Transactions : an International Journal of Inorganic Chemistry·Yumiko NakajimaNai-Yuan Jheng
Oct 3, 2019·Journal of the American Chemical Society·Pavel RyabchukMatthias Beller
Jul 19, 2018·Organic Letters·Dinesh N SawantSusumu Saito
Nov 10, 2020·Journal of the American Chemical Society·Louise N DaweDmitry G Gusev

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Methods Mentioned

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