化学学报 ›› 2012, Vol. 70 ›› Issue (03): 297-302.DOI: 10.6023/A1111141 上一篇    下一篇

研究论文

金鸡纳碱衍生物修饰的负载钌-铑双金属催化剂催化芳香酮不对称加氢

蒋和雁a, 陈华b   

  1. a 重庆工商大学药物化学与化学生物学研究中心 重庆高校催化理论与应用技术市级重点实验室 重庆 400067;
    b 四川大学化学学院有机金属络合催化研究所 绿色化学及技术教育部重点实验室 成都 610064
  • 投稿日期:2011-11-14 修回日期:2011-12-01 发布日期:2011-12-01
  • 通讯作者: 陈华, 蒋和雁 E-mail:scuhchen@163.com, orgjiang@163.com
  • 基金资助:

    重庆市科委自然科学基金计划(No. CSTC, 2011BA5025)、重庆市教委自然科学基金(No. KJ100701)、重庆工商大学科研启动基金(No. 2010-56-14)和重庆市科技创新团队(No. KJTD201020)资助项目.

Asymmetric Hydrogenation of Aromatic Ketones Catalyzed by Cinchona- and PPh3-Modified RuRh/γ-Al2O3

Jiang Heyana, Chen Huab   

  1. a Research Center of Pharmaceutical Chemistry and Chemical Biology, Key Laboratory of Catalysis Science and Technology of Chongqing Education Commission, Chongqing Technology and Business University, Chongqing 400067;
    b Key Lab of Green Chemistry and Technology, Ministry of Education, The Institute of Homogeneous Catalysis, College of Chemistry, Sichuan University, Chengdu 610064
  • Received:2011-11-14 Revised:2011-12-01 Published:2011-12-01
  • Supported by:

    Project supported by Natural Science Foundation Project of CQ (No. CSTC, 2011BA5025), Ministry of Education of Chongqing (No. KJ100701), Chongqing Technology and Business University (No. 2010-56-14) and Chongqing Innovative Research Team Development Program in University (No. KJTD201020).

以金鸡纳碱衍生物作为手性修饰剂, 研究了三苯基膦稳定的1.0% Ru+0.2% Rh/γ-Al2O3 催化剂催化芳香酮多相不对称加氢, 考察了修饰剂种类及浓度、碱添加剂种类及浓度、溶剂、氢气压力等因素对不对称加氢反应的影响. 结果表明, 金鸡纳碱衍生物对1.0% Ru+0.2% Rh/γ-Al2O3-tpp 催化剂具有较好的修饰作用, 在优化反应条件下苯乙酮加氢反应的对映选择性高达84%.

关键词: 钌, 铑, 金鸡纳碱, 芳香酮, 不对称加氢

The asymmetric hydrogenation of aromatic ketones catalyzed by cinchona- and PPh3-modified 1.0% Ru+0.2% Rh/γ-Al2O3 was studied. The effects of different modifiers, modifier concentration, different base additives, base additive concentration, solvents, and hydrogen pressure on the asymmetric hydrogenation of aromatic ketones were investigated in detail. The results showed that cinchona alkaloids had good modification effects on the 1.0% Ru+0.2% Rh/γ-Al2O3-tpp catalyst. Under the optimum conditions, the hydrogenation enantioselectivity of acetophenone was up to 84%.

Key words: ruthenium, rhodium, cinchona alkaloids, aromatic ketones, asymmetric hydrogenation