Chem. J. Chinese Universities ›› 2009, Vol. 30 ›› Issue (7): 1375.

• Articles • Previous Articles     Next Articles

Asymmetric Hydrogenation of Ethyl Pyruvate on Chirally Modified Pt Catalysts Supported on Periodic Mesoporous Resols

SHEN Ya-Li, LI Xiao-Hong*, SONG Li-Ying, WANG Hong-Na, WU Peng   

  1. Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry, East China Normal University, Shanghai 200062, China
  • Received:2008-10-08 Online:2009-07-10 Published:2009-07-10
  • Contact: LI Xiao-Hong. E-mail: xhli@chem.ecnu.edu.cn
  • Supported by:

    国家自然科学基金(批准号: 20703018)、上海市科委青年科技启明星人才计划(批准号: 08QA1402700)、国家“九七三”计划(批准号: 2006CB202508)和中国科学院大连化学物理研究所催化基础国家重点实验室开放课题资助.

Abstract:

5.0%(Mass fraction) Pt catalysts supported on FDU-14, a kind of periodic mesoporous resols, were prepared by an impregnation method using two different Pt precursors, H2PtCl6 and Pt(NH3)4Cl2. These Pt/FDU-14 catalysts were characterized by XRD, N2-sorption, TEM and CO chemisorption. The Pt/FDU-14 catalysts can be effectively applied in the asymmetric hydrogenation of ethyl pyruvate after chirally modified with cinchonidine. The Pt/FDU-14 catalysts derived from H2PtCl6 afforded better conversions of ethyl pyruvate due to higher Pt dispersion and smaller Pt particle size, the initial activity (TOF) reaching 21092 mol/(mol?h) in acetic acid. While the Pt/FDU-14 catalysts derived from Pt(NH3)4Cl2 exhibited higher chiral induction ability and as high as 81.4% e.e. value of (R)-(+)-ethyl lactate was achieved in acetic acid. Due to the strong hydrophobicity of FDU-14 with pure organic framework, Pt/FDU-14 also worked well in water and can be recycled easily for more than 10 times without distinct loss of activity or enantioselectivity.

Key words: Periodic mesoporous resols; Pt catalyst; Cinchonidine; Ethyl pyruvate; Asymmetric hydrogenation

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