The Metal−Ligand Bifunctional Catalysis:  A Theoretical Study on the Ruthenium(II)-Catalyzed Hydrogen Transfer between Alcohols and Carbonyl Compounds

2000 ◽  
Vol 122 (7) ◽  
pp. 1466-1478 ◽  
Author(s):  
Masashi Yamakawa ◽  
Hisashi Ito ◽  
Ryoji Noyori
Keyword(s):  
Carbonyl Compounds ◽  
Hydrogen Transfer ◽  
Theoretical Study ◽  
Bifunctional Catalysis ◽  
Metal Ligand

Theoretical study on intramolecular hydrogen transfer of 1-methylbutyl peroxide radical

2013 ◽  
Vol 53 (6) ◽  
pp. 431-437 ◽  
Author(s):  
Min Li ◽  
Li-Feng Xie ◽  
Xue-Hai Ju ◽  
Feng-Qi Zhao
Keyword(s):  
Hydrogen Transfer ◽  
Theoretical Study ◽  
Peroxide Radical ◽  
Intramolecular Hydrogen

Transfer Hydrogenation of Carbonyl Compounds and Alkenes Catalyzed by Ruthenium(II)-N-Heterocycle Carbene Complexes

2007 ◽  
Vol 72 (8) ◽  
pp. 1037-1045 ◽  
Author(s):  
Marianna Fekete ◽  
Ferenc Joó
Keyword(s):  
Carbonyl Compounds ◽  
Hydrogen Transfer ◽  
Transfer Hydrogenation ◽  
Unsaturated Alcohol ◽  
Two Phase ◽  
Carbene Complexes ◽  
Saturated Alcohol ◽  
Catalytic Activities ◽  
Saturated Aldehyde ◽  
Phase Mixture

The Ru(II)-N-heterocycle carbene complexes [RuCl2(η6-p-cymene)L] (L = 1-butyl-3-methylimid- azol-2-ylidene) and [RuCl(η6-p-cymene)L(pta)]Cl (pta = 1,3,5-triaza-7-phosphaadamantane) showed excellent catalytic activities (with turnover frequencies up to 1116 h-1) in the hydrogen transfer reduction of cinnamaldehyde and several ketones using propan-2-ol/KOH as a H-donor. Similar hydrogenations of trans-stilbene and cyclohexene were characterized by low conversions. The hydrogenation of 4-phenylbut-3-en-2-one and cinnamaldehyde proceeded with moderate selectivities of the formation of the saturated alcohol or of the of C=C hydrogenation (giving saturated ketone or saturated aldehyde). In the case of cinnamaldehyde, the unsaturated alcohol is initially formed; however, subsequent redox isomerization to the saturated aldehyde with the same catalyst diminishes its yield. The hydrogen transfer from formate to 4-phenylbut-3-en-2-one in an aqueous-organic two-phase mixture was also demonstrated.

ChemInform Abstract: Asymmetric Hydrogenation Through Metal-Ligand Bifunctional Catalysis

ChemInform ◽  
2008 ◽  
Vol 39 (3) ◽  
Author(s):  
Ryoji Noyori ◽  
Takeshi Ohkuma ◽  
Christian A. Sandoval ◽  
Kilian Muniz
Keyword(s):  
Asymmetric Hydrogenation ◽  
Bifunctional Catalysis ◽  
Metal Ligand
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