scholarly journals Ruthenacycles and Iridacycles as Transfer Hydrogenation Catalysts

Molecules ◽  
2021 ◽  
Vol 26 (13) ◽  
pp. 4076
Author(s):  
Vincent Ritleng ◽  
Johannes G. de Vries
Keyword(s):  
Hydrogen Transfer ◽  
Transfer Hydrogenation ◽  
Transfer Reactions ◽  
Secondary Amines ◽  
Pincer Complexes ◽  
Oxidation Reactions ◽  
Asymmetric Transfer Hydrogenation ◽  
Hydrogenation Catalysts ◽  
Oppenauer Oxidation ◽  
Sigma Bond

In this review, we describe the synthesis and use in hydrogen transfer reactions of ruthenacycles and iridacycles. The review limits itself to metallacycles where a ligand is bound in bidentate fashion to either ruthenium or iridium via a carbon–metal sigma bond, as well as a dative bond from a heteroatom or an N-heterocyclic carbene. Pincer complexes fall outside the scope. Described are applications in (asymmetric) transfer hydrogenation of aldehydes, ketones, and imines, as well as reductive aminations. Oxidation reactions, i.e., classical Oppenauer oxidation, which is the reverse of transfer hydrogenation, as well as dehydrogenations and oxidations with oxygen, are described. Racemizations of alcohols and secondary amines are also catalyzed by ruthenacycles and iridacycles.

scholarly journals Computational Design of SCS Nickel Pincer Complexes for the Asymmetric Transfer Hydrogenation of 1-Acetonaphthone

Catalysts ◽  
2019 ◽  
Vol 9 (1) ◽  
pp. 101 ◽  
Author(s):  
Bing Qiu ◽  
Wan Wang ◽  
Xinzheng Yang
Keyword(s):  
Density Functional ◽  
Enantiomeric Excess ◽  
Density Functional Theory Calculations ◽  
Computational Design ◽  
Transfer Hydrogenation ◽  
Pincer Complexes ◽  
Free Energy Barrier ◽  
Asymmetric Transfer Hydrogenation ◽  
Functional Theory ◽  
Prochiral Ketones

Inspired by the active site structures of lactate racemase and recently reported sulphur–carbon–sulphur (SCS) nickel pincer complexes, a series of scorpion-like SCS nickel pincer complexes with an imidazole tail and asymmetric claws was proposed and examined computationally as potential catalysts for the asymmetric transfer hydrogenation of 1-acetonaphthone. Density functional theory calculations reveal a proton-coupled hydride transfer mechanism for the dehydrogenation of (R)-(+)-1-phenyl-ethanol and the hydrogenation of 1-acetonaphthone to produce (R)-(+)-1-(2-naphthyl)ethanol and (S)-(−)-1-(2-naphthyl)ethanol. Among all proposed Ni complexes, 1Ph is the most active one with a rather low free energy barrier of 24 kcal/mol and high enantioselectivity of near 99% enantiomeric excess (ee) for the hydrogenation of prochiral ketones to chiral alcohols.

Design of a Genetic Algorithm for the Simulated Evolution of a Library of Asymmetric Transfer Hydrogenation Catalysts

2009 ◽  
Vol 15 (25) ◽  
pp. 6267-6278 ◽  
Author(s):  
Nicolas Vriamont ◽  
Bernadette Govaerts ◽  
Pierre Grenouillet ◽  
Claude de Bellefon ◽  
Olivier Riant
Keyword(s):  
Genetic Algorithm ◽  
Transfer Hydrogenation ◽  
Simulated Evolution ◽  
Asymmetric Transfer Hydrogenation ◽  
Hydrogenation Catalysts

Half-Sandwich Complexes of Osmium(II) withl-α-Amino Carboxylate Ligands as Asymmetric Transfer Hydrogenation Catalysts. On the Origin of the Enantioselectivity

2012 ◽  
Vol 31 (8) ◽  
pp. 3333-3345 ◽  
Author(s):  
Daniel Carmona ◽  
Fernando J. Lahoz ◽  
Pilar García-Orduña ◽  
Luis A. Oro ◽  
M. Pilar Lamata ◽  
...  
Keyword(s):  
Transfer Hydrogenation ◽  
Asymmetric Transfer Hydrogenation ◽  
Sandwich Complexes ◽  
Carboxylate Ligands ◽  
Hydrogenation Catalysts ◽  
Half Sandwich

scholarly journals Does the Configuration at the Metal Matter in Noyori–Ikariya Type Asymmetric Transfer Hydrogenation Catalysts?

ACS Catalysis ◽  
2021 ◽  
pp. 13649-13659
Author(s):  
Andrew M. R. Hall ◽  
Daniel B. G. Berry ◽  
Jaime N. Crossley ◽  
Anna Codina ◽  
Ian Clegg ◽  
...  
Keyword(s):  
Transfer Hydrogenation ◽  
Asymmetric Transfer Hydrogenation ◽  
Hydrogenation Catalysts

scholarly journals Exploring the decomposition pathways of iron asymmetric transfer hydrogenation catalysts

2015 ◽  
Vol 44 (27) ◽  
pp. 12119-12127 ◽  
Author(s):  
Paraskevi O. Lagaditis ◽  
Peter E. Sues ◽  
Alan J. Lough ◽  
Robert H. Morris
Keyword(s):  
Iron Complex ◽  
Transfer Hydrogenation ◽  
Asymmetric Transfer Hydrogenation ◽  
Hydrogenation Catalysts

An iron ATH catalyst is slowly transformed into an inactive, achiral iron complex under catalytic conditions.

scholarly journals Cycloruthenated Primary and Secondary Amines as Efficient Catalyst Precursors for Asymmetric Transfer Hydrogenation

2005 ◽  
Vol 7 (7) ◽  
pp. 1247-1250 ◽  
Author(s):  
Jean-Baptiste Sortais ◽  
Vincent Ritleng ◽  
Adeline Voelklin ◽  
Alexandre Holuigue ◽  
Hakima Smail ◽  
...  
Keyword(s):  
Transfer Hydrogenation ◽  
Secondary Amines ◽  
Asymmetric Transfer Hydrogenation ◽  
Efficient Catalyst ◽  
Primary And Secondary Amines

scholarly journals Easy To Synthesize, Robust Organo-osmium Asymmetric Transfer Hydrogenation Catalysts

2015 ◽  
Vol 21 (22) ◽  
pp. 8043-8046 ◽  
Author(s):  
James P. C. Coverdale ◽  
Carlos Sanchez-Cano ◽  
Guy J. Clarkson ◽  
Rina Soni ◽  
Martin Wills ◽  
...  
Keyword(s):  
Transfer Hydrogenation ◽  
Asymmetric Transfer Hydrogenation ◽  
Hydrogenation Catalysts
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