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Citation: SUN Yan-Xi, GUO Yun, WU Xiao-Hua, MENG Xian-Le, LU Guan-Zhong. Pd-chitosan Heterogeneous Catalyst for Chiral Hydrogenation[J]. Chinese Journal of Applied Chemistry, ;2006, 23(1): 42-47. shu

Pd-chitosan Heterogeneous Catalyst for Chiral Hydrogenation

1.
Lab for Advanced Materials, Research Institute of Industrial Catalysis, East China University of Science and Technology, Shanghai 200237

Corresponding author: LU Guan-Zhong,
Received Date: 20 March 2005
Available Online: 15 May 2005
Fund Project: 上海市科学技术委员会资助项目(0212nm007,03DJ14006) (0212nm007,03DJ14006)

A chiral heterogeneous hydrogenation catalyst (M-CS-SiO₂) was prepared by supporting transition metal on natural macromolecular biopolymer of chitosan covering on silicon dioxide, and characterized with elemental analysis, FT-IR and XRD.The catalytic performance of the chiral catalyst was investigated for the asymmetric transfer hydrogenation of acetophenone to R(S)-1-phenyl ethanol in ambient condition.The results indicate that among the chiral M-CS-SiO₂(M=Pd, Pt, Rh and Ru) catalysts prepared, the Pd-CS-SiO₂ catalyst shows the best catalytic activity and enantioselectivity to R-1-phenyl ethanol, and the palladium precursor affects its catalytic performance very little.In the asymmetric transfer hydrogenation of acetophenone catalyzed with Pd-CS-SiO₂,the catalytic activity and the enantioselectivity are greatly influenced by the sort of H-donor used and reaction temperature.Ammonium formate and sodium formate are the suitable hydrogen donors.If there is some water in the solvent, the asymmetric transfer hydrogenation of acetophenone will be deteriorated as ammonium formate is used as H-donor;when sodium formate is used as H-donor, the presence of 5% water in the solvent can increase 8.4% enantiomeric excess.When ammonium formate was used as hydrogen donor and the asymmetric transfer hydrogenation of acetophenone was performed at 80℃, the enantiomeric excess of R-1-phenylethanol reached to 69%.
- acetophenone,
- chiral hydrogenation,
- hydride transfer,
- chitosan-Pd,
- heterogeneous catalytic hydrogenation
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