Asymmetric transfer hydrogenation catalysed by hydrophobic dendritic DACH-rhodium complex in water.
Hydrophobic Fréchet-type dendritic chiral 1,2-diaminocyclohexane-Rh(III) complexes have been applied in the asymmetric transfer hydrogenation of ketones in water using HCOONa as hydrogen source. The catalysts were found to be finely dissolved in the liquid substrates in the aqueous mixture and exhibited high catalytic activity and enantioselectivity (52-97% ee). The catalytic loading could be decreased to 0.01 mol% and good conversion was still obtained with excellent enantioselectivity. Moreover, the catalyst could be easily precipitated from the mixture by adding hexane and reused several times without affecting the high enantioselectivity.
Jiang
Lin
L
Key Laboratory of Drug-Targeting of Education Ministry and Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu, 610041, China.
Wu
Tong-Fei
TF
Chen
Ying-Chun
YC
Zhu
Jin
J
Deng
Jin-Gen
JG
D002384:Catalysis; D003514:Cyclohexylamines; D006865:Hydrogenation; D007659:Ketones / Q000737:chemistry*; D008024:Ligands; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D008968:Molecular Conformation; D012238:Rhodium; D012996:Solutions; D013450:Sulfones; D014867:Water
D003514:Cyclohexylamines; D007659:Ketones; D008024:Ligands; D012996:Solutions; D013450:Sulfones; D014867:Water; C030435:1,2-cyclohexanediamine; D012238:Rhodium