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手性二胺修饰的Ru/γ-Al2O3催化剂催化芳香酮不对称加氢

Asymmetric Hydrogenation of Aromatic Ketones Catalyzed by Chiral Diamine Modified Ru/γ-Al2O3

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【作者】 熊伟黄艳轶陈华李贤均

【Author】 XIONG, Weia,b HUANG, Yan-Yia CHEN, Huaa LI, Xian-Jun*,a (a Key Laboratory of Green Chemistry and Technology of Ministry of Education of China, Institute of Homogeneous Catalysis, The College of Chemistry, Sichuan University, Chengdu 610064) (b Department of Chemistry, Xichang College, Xichang 615022)

【机构】 四川大学化学学院有机金属络合催化研究所教育部绿色化学及技术重点实验室四川大学化学学院有机金属络合催化研究所教育部绿色化学及技术重点实验室 成都610064西昌学院化学系西昌615022成都610064成都610064

【摘要】 研究了用手性修饰剂(1S,2S)-(-)-1,2-二苯基乙二胺修饰的负载型钌催化剂(Ru/γ-Al2O3)催化芳香酮的不对称加氢反应,在KOH的异丙醇溶液中,10~20℃,=5MPa条件下,芳香酮及其衍生物加氢产物的ee值达79.5%~85.0%,2-乙酰基噻吩加氢产物的ee值可达86.2%.此催化剂制备简单,容易与产物分离,重复使用4次,对映选择性基本保持不变.pH2

【Abstract】 Asymmetric hydrogenation of acetophenone and its derivatives, acetylpyridine, five-membered heterocyclic ketones catalyzed by [1S,2S-(-)-1,2-diphenyl-1,2-ethylenediamine] (S,S-DPEN) modified Ru/γ-Al2O3 catalyst was investigated. Under the reaction conditions of 10~20 ℃, p=5.0 MPa in KOH/i-PrOH solution, the ee value of aromatic alcohols produced from hydrogenation of acetophenone and its derivative could reach 79.5%~85.0%. The ee value of the hydrogenation product of 2-acetothiophene was 86.2% at 20 ℃ and p=7 MPa. .The catalyst was stable in air and could be easily separated from the product and reused several times without remarkable change of the enantioselectivity.

  • 【文献出处】 化学学报 ,Acta Chimica Sinica , 编辑部邮箱 ,2005年20期
  • 【分类号】O643.32
  • 【被引频次】14
  • 【下载频次】316
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