| RuCl2(BISBI)[(R,R)-DPEN]催化苯乙酮不对称加氢反应研究 |
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| 引用本文： | 陶明,陈丽,熊伟,袁茂林,陈华,李贤均.RuCl2(BISBI)[(R,R)-DPEN]催化苯乙酮不对称加氢反应研究[J].有机化学,2006,26(4):559-562. |
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| 作者姓名： | 陶明 陈丽 熊伟 袁茂林 陈华 李贤均 |
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| 作者单位： | 1. 四川大学化学学院有机金属络合催化研究所,成都,610064;西昌学院生化系,西昌,615022
2. 四川大学化学学院有机金属络合催化研究所,成都,610064 |
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| 基金项目： | 国家自然科学基金(No.20272037)资助项目 |
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| 摘 要： | 报道了配合物RuCl2(BISBI)(R,R)-DPEN] BISBI＝2,2'-二(二苯膦亚甲基)-1,1'-联苯, DPEN＝1,2-二苯基乙二胺]的合成和表征, 并研究了其在苯乙酮不对称加氢反应中的催化性能. 考察了底物/催化剂物质的量比、碱浓度、反应温度和氢气压力等对催化活性和对映选择性的影响, 在苯乙酮/KOH/催化剂的物质的量比为30000∶250∶1, 氢气压力为2 MPa, 反应温度为35 ℃时, 苯乙酮的转化率和生成α-苯乙醇的对映选择性分别达到了100%和65% ee.
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| 关 键 词： | 不对称催化加氢 苯乙酮 钌-膦配合物 手性二胺 |
| 收稿时间： | 04 28 2005 12:00AM |
| 修稿时间： | 08 18 2005 12:00AM |
Asymmetric Hydrogenation of Acetophenone Catalyzed by RuCl2(BISBI)(R,R-DPEN) |
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| TAO,Ming,CHEN,Li,XIONG,Wei,YUAN,Mao-Lin,CHEN,Hu,LI,Xian-Jun.Asymmetric Hydrogenation of Acetophenone Catalyzed by RuCl2(BISBI)(R,R-DPEN)[J].Chinese Journal of Organic Chemistry,2006,26(4):559-562. |
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| Authors: | TAO Ming CHEN Li XIONG Wei YUAN Mao-Lin CHEN Hu LI Xian-Jun |
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| Institution: | 1.Institute of Homogeneous Catalysis, College of Chemistry, Sichuan University, Chengdu 610064;2.Department of Biology and Chemistry, Xichang College, Xichang 615022 |
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| Abstract: | The synthesis of ruthenium complex, RuCl2(BISBI)(R,R-DPEN) (1) BISBI: 2,2'-bis(diphenylphosphinomethyl)-1,1'-biphenyl, DPEN: 1,2-diphenylethylenediamine] and the application to the asymmetric hydrogenation of acetophenone are reported. The effect of reaction temperature, hydrogen pressure, base concentration and molar ratio of substrate to catalyst on the activity and enantioselectivity of ruthenium catalyzed asymmetric hydrogenation of acetophenone was investigated in the iso-propanol solution of KOH. The results showed that the increase of temperature and pressure accelerated the reaction rate but just decreased slightly the enantioselectivity. Under the optimum conditions of ketone∶KOH∶Ru＝30000∶250∶1 (molar ratio), 2 MPa, 35 ℃, 6 h, the hydrogenation of acetophenone gave S-1-phenylethanol with 65% ee and 100% of yield. |
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| Keywords: | asymmetric hydrogenation acetophenone ruthenium complex chiral diamine |
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