| 手性二胺修饰的负载型钌催化剂催化芳香酮不对称加氢 |
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| 引用本文： | 熊伟,黄艳轶,陈华,李贤均.手性二胺修饰的负载型钌催化剂催化芳香酮不对称加氢[J].化学学报,2005,63(20):1927-1930. |
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| 作者姓名： | 熊伟 黄艳轶 陈华 李贤均 |
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| 作者单位： | (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) |
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| 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 ℃, pH2＝5 MPa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.
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| 关 键 词： | 钌 (1S 2S)-(－)-1 2-二苯基乙二胺 芳香酮 不对称加氢 对映选择性 |
| 收稿时间： | 2004-12-30 |
| 修稿时间： | 2005-7-11 |
Asymmetric Hydrogenation of Aromatic Ketones Catalyzed by Chiral Diamine Modified Ru/γ-Al2O3 |
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| Institution: | (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)(Department of Chemistry, Xichang College, Xichang 615022) |
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| 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. |
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| Keywords: | ruthenium (1S 2S)-(—)-1 2-diphenyl-1 2-ethylenediamine aromatic ketone asymmetric hydrogenation enantioselectivity |
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