Acta Chimica Sinica ›› 2013, Vol. 71 ›› Issue (11): 1505-1510.DOI: 10.6023/A13070728 Previous Articles     Next Articles



陈春辉, 展恩胜, 李勇, 申文杰   

  1. 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 大连 116023
  • 投稿日期:2013-07-12 发布日期:2013-09-13
  • 通讯作者: 申文杰
  • 基金资助:

    项目受国家自然科学基金(No. 20921092)资助.

Enantioselective Hydrogenation of α,β-Unsaturated Carboxylic Acids:Effects of Palladium Particle Size and Support Acidic Property

Chen Chunhui, Zhan Ensheng, Li Yong, Shen Wenjie   

  1. State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023
  • Received:2013-07-12 Published:2013-09-13
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 20921092).

Effects of Pd particle size and support acidity on enantioselective hydrogenation of α,β-unsaturated carboxylic acids were systematically studied using Pd nanoparticles with different size immobilized on various oxides. Small Pd particles showed higher activity in the hydrogenation of (E)-2-methyl-2-pentenoic acid due to the larger fraction of edge sites which were more active in olefin hydrogenation; but they did not change the reaction mechanism and/or the adsorption mode of reaction intermediates. Similar correlations in the hydrogenation of (E)-2-methyl-2-butenoic acid and 2-acetamidoacrylic acid further confirmed that the size of Pd particles only mediated the activity but did not alter the enantioselectivity. On the other hand, the activity and the enantioselectivity were strongly dependent on the acidity of the support. The TOF and the ee value followed the order TiO2 > γ-Al2O3 > SiO2 > CeO2, suggesting that the acidic support favored the adsorption of the reaction intermediates.

Key words: α,β-unsaturated carboxylic acid, enantioselective hydrogenation, Pd particle size, oxide support, acidity