scholarly journals Asymmetric Transfer Hydrogenation of Arylketones Catalyzed by Enantiopure Ruthenium(II)/Pybox Complexes Containing Achiral Phosphonite and Phosphinite Ligands

Molecules ◽  
2020 ◽  
Vol 25 (4) ◽  
pp. 990 ◽  
Author(s):  
Miguel Claros ◽  
Eire de Julián ◽  
Josefina Díez ◽  
Elena Lastra ◽  
M. Pilar Gamasa

A family of complexes of the formula trans-[RuCl2(L)(R-pybox)] (R-pybox = (S,S)-iPr-pybox, (R,R)-Ph-pybox, L = monodentate phosphonite, PPh(OR)2, and phosphinite, L = PPh2(OR), ligands) were screened in the catalytic asymmetric transfer hydrogenation of acetophenone, observing a strong influence of the nature of both the R-pybox substituents and the L ligand in the process. The best results were obtained with complex trans-[RuCl2{PPh2(OEt)}{(R,R)-Ph-pybox}] (2c), which provided high conversion and enantioselectivity (up to 96% enantiomeric excess, e.e.) for the reduction of a variety of aromatic ketones, affording the (S)-benzylalcohols.

Catalysts ◽  
2021 ◽  
Vol 11 (6) ◽  
pp. 671
Author(s):  
Chad M. Bernier ◽  
Joseph S. Merola

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.


2017 ◽  
Vol 28 (1) ◽  
pp. 97-100 ◽  
Author(s):  
Meng Tao ◽  
Fang Wu ◽  
Teng Li ◽  
Yan-Yun Li ◽  
Jing-Xing Gao

ChemInform ◽  
2008 ◽  
Vol 39 (3) ◽  
Author(s):  
Walter Baratta ◽  
Giorgio Chelucci ◽  
Eberhardt Herdtweck ◽  
Santo Magnolia ◽  
Katia Siega ◽  
...  

2011 ◽  
Vol 47 (9) ◽  
pp. 2583-2585 ◽  
Author(s):  
Yunqiang Sun ◽  
Guohua Liu ◽  
Hongyuan Gu ◽  
Tianzeng Huang ◽  
Yuli Zhang ◽  
...  

Sign in / Sign up

Export Citation Format

Share Document