Ruthenium(II)-Catalyzed Asymmetric Transfer Hydrogenation of Carbonyl Compounds with 2-Propanol and Ephedrine-Type Ligands.

ChemInform ◽  
2003 ◽  
Vol 34 (18) ◽  
Author(s):  
Kathelyne Everaere ◽  
Andre Mortreux ◽  
Jean-Francois Carpentier
Keyword(s):  
Carbonyl Compounds ◽  
Transfer Hydrogenation ◽  
Asymmetric Transfer Hydrogenation

Selective Reduction of Carbonyl Compounds via (Asymmetric) Transfer Hydrogenation on Heterogeneous Catalysts

Synthesis ◽  
2020 ◽  
Vol 52 (04) ◽  
pp. 504-520 ◽  
Author(s):  
Eszter Baráth
Keyword(s):  
Asymmetric Catalysis ◽  
Carbonyl Compounds ◽  
Heterogeneous Catalysts ◽  
Selective Reduction ◽  
Short Review ◽  
Transfer Hydrogenation ◽  
Chemical Transformations ◽  
Asymmetric Transfer Hydrogenation ◽  
Immobilized Catalysts ◽  
Main Challenge

Based on the ever-increasing demand for optically pure compounds, the development of efficient methods to produce such products is very important. Homogeneous asymmetric catalysis occupies a prominent position in the ranking of chemical transformations, with transition metals coordinated to chiral ligands being applied extensively for this purpose. However, heterogeneous catalysts have the ability to further extend the field of asymmetric transformations, because of their beneficial properties such as high stability, ease of separation and regeneration, and the possibility to apply them in continuous processes. The main challenge is to find potential synthetic routes that can provide a chemically and thermally stable heterogeneous catalyst having the necessary chiral information, whilst keeping the catalytic activity and enantioselectivity equally high (or even higher) than the corresponding homogeneous counterpart. Within this short review, the most relevant immobilization modes and preparative strategies depending on the support material used are summarized. From the reaction scope viewpoint, metal catalysts supported on the various solid materials studied in (asymmetric) transfer hydrogenation of carbonyl compounds are selected and represent the main focus of the second part of this overview.1 Introduction2 Synthesis of Chiral Heterogeneous Catalysts2.1 Immobilization of Homogeneous Asymmetric Catalysts2.1.1 Immobilization on Inorganic Supports2.1.2 Immobilization on Organic Polymers as Supports2.1.3 Immobilization on Dendrimer-Type Materials as Supports2.1.4 Self-Supported Chiral Catalysts: Coordination Polymers2.1.5 Immobilization Using Non-Conventional Media2.2 Chirally Modified Metal Surfaces for Heterogeneous Asymmetric Catalysis3 Examples of Transfer Hydrogenation on Heterogeneous Catalysts3.1 Silicon-Immobilized Catalysts3.2 Carbon-Material-Immobilized Catalysts3.3 Polymer-Immobilized Catalysts3.4 Magnetic-Nanoparticle-Immobilized Catalysts4 Conclusions

Asymmetric transfer hydrogenation of carbonyl compounds catalyzed by rhodium nanoparticles

2016 ◽  
Vol 420 ◽  
pp. 149-158 ◽  
Author(s):  
Lidiya O. Nindakova ◽  
Nataliya M. Badyrova ◽  
Vladimir V. Smirnov ◽  
Sergey S. Kolesnikov
Keyword(s):  
Carbonyl Compounds ◽  
Transfer Hydrogenation ◽  
Asymmetric Transfer Hydrogenation ◽  
Rhodium Nanoparticles

Asymmetric transfer hydrogenation of γ-aryl α,γ-dioxo-butyric acid esters

RSC Advances ◽  
2016 ◽  
Vol 6 (39) ◽  
pp. 33126-33131 ◽  
Author(s):  
Yuan-Zhao Mo ◽  
Hui-Fang Nie ◽  
Yang Lei ◽  
Dong-Xu Zhang ◽  
Xiao-Ye Li ◽  
...  
Keyword(s):  
Butyric Acid ◽  
Carbonyl Compounds ◽  
Transfer Hydrogenation ◽  
Chiral Ligands ◽  
Asymmetric Transfer Hydrogenation ◽  
Acid Esters

Six ferrocene-based chiral ligands were prepared and applied in ATH reaction of multiple-carbonyl compounds as RuCl(p-cymene)[Ts-DPEN] did.

scholarly journals Design of Iridium N-Heterocyclic Carbene Amino Acid Catalysts for Asymmetric Transfer Hydrogenation of Aryl Ketones

Catalysts ◽  
2021 ◽  
Vol 11 (6) ◽  
pp. 671
Author(s):  
Chad M. Bernier ◽  
Joseph S. Merola
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Enantiomeric Excess ◽  
Transfer Hydrogenation ◽  
Acid Catalysts ◽  
Asymmetric Transfer Hydrogenation ◽  
Reaction Conditions ◽  
Chiral Complexes ◽  
Acetophenone Derivatives ◽  
Aryl Ketones

A series of chiral complexes of the form Ir(NHC)2(aa)(H)(X) (NHC = N-heterocyclic carbene, aa = chelated amino acid, X = halide) was synthesized by oxidative addition of -amino acids to iridium(I) bis-NHC compounds and screened for asymmetric transfer hydrogenation of ketones. Following optimization of the reaction conditions, NHC, and amino acid ligands, high enantioselectivity was achieved when employing the Ir(IMe)2(l-Pro)(H)(I) catalyst (IMe = 1,3-dimethylimidazol-2-ylidene), which asymmetrically reduces a range of acetophenone derivatives in up to 95% enantiomeric excess.

Enantioselectivity in the Noyori–Ikariya Asymmetric Transfer Hydrogenation of Ketones

2021 ◽  
Author(s):  
Pavel A. Dub ◽  
Nikolay V. Tkachenko ◽  
Vijyesh K. Vyas ◽  
Martin Wills ◽  
Justin S. Smith ◽  
...  
Keyword(s):  
Transfer Hydrogenation ◽  
Asymmetric Transfer Hydrogenation
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