An iron variant of the Noyori hydrogenation catalyst for the asymmetric transfer hydrogenation of ketones

2020 ◽  
Vol 49 (23) ◽  
pp. 7959-7967 ◽  
Author(s):  
Shangfei Huo ◽  
Qingwei Wang ◽  
Weiwei Zuo
Keyword(s):  
Iron Catalyst ◽  
Transfer Hydrogenation ◽  
Hydrogenation Catalyst ◽  
Asymmetric Transfer Hydrogenation ◽  
New Type

A new type of iron catalyst that structurally mimics the Noyori hydrogenation catalyst can catalyze the asymmetric transfer hydrogenation of ketones.

scholarly journals From imine to amine: an unexpected left turn. Cis-β iron(ii) PNNP′ precatalysts for the asymmetric transfer hydrogenation of acetophenone

2017 ◽  
Vol 8 (9) ◽  
pp. 6531-6541 ◽  
Author(s):  
Karl Z. Demmans ◽  
Chris S. G. Seo ◽  
Alan J. Lough ◽  
Robert H. Morris
Keyword(s):  
Iron Catalyst ◽  
Transfer Hydrogenation ◽  
Asymmetric Transfer Hydrogenation ◽  
Catalyst Structure ◽  
Ketone Reduction ◽  
Left Turn ◽  
Complete Reversal

A slight change in the iron catalyst structure (amine arm with PEt2 to imine arm with PPh2) results in a complete reversal of the enantioselectivity toward ketone reduction.

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.

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