Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (12): 2554-2558.DOI: 10.6023/cjoc201406025 Previous Articles     Next Articles



刘兵, 周宏勇, 李云庆, 王家喜   

  1. 河北工业大学化工学院 天津 300130
  • 收稿日期:2014-06-18 修回日期:2014-07-30 发布日期:2014-08-26
  • 通讯作者: 王家喜
  • 基金资助:


Asymmetric Transfer Hydrogenation of Acetophenone Promoted by Chitosan Ester Ruthenium Complex

Liu Bing, Zhou Hongyong, Li Yunqing, Wang Jiaxi   

  1. School of Chemical Engineering, Hebei University of Technology, Tianjin 300130
  • Received:2014-06-18 Revised:2014-07-30 Published:2014-08-26
  • Supported by:

    Project supported by the Natural Science Foundation of Hebei Province (No. B2011202087).

The catalytic properties of the catalyst generated in situ from the reaction of Ru(II) compounds with chitosan based ligands were evaluated in the asymmetric transfer hydrogenation of acetophenone using isopropanol or sodium formate as hydrogen source. The effects of reaction time, temperature and the dosage of THF on the performance of the catalyst were evaluated. The O-stearoyl chitosan (SCS) is in the form of micelles with the average size of 213 nm in i-PrOH/THF solution. Using i-PrOH as hydrogen source, the ee value of 1-phenylethanol is up to 62.9%. The dosage of THF strongly affected the catalytic activity. The catalytic activity (TOF) is up to 30.4 h-1 at the volume ratio of i-PrOH to THF being 1:1. The TOF increased with the increase of the temperature. At 100 ℃, the TOF is up to 48.5 h-1. While using HCOONa as the hydrogen source, the TOF and ee values of 1-phenylethanol are 29.4 h-1 and 53.0%, respectively.

Key words: chitosan, O-stearoyl chitosan, asymmetric transfer hydrogenation, acetophenone