| RuCl2[(S)-P-Phos]-[(S)-DAIPEN]催化芳香酮的不对称加氢反应 |
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| 引用本文： | 姜和,王金波,熊伟,贾云,秦瑞香,刘德蓉,陈华.RuCl2[(S)-P-Phos]-[(S)-DAIPEN]催化芳香酮的不对称加氢反应[J].物理化学学报,2010,26(3):675-678. |
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| 作者姓名： | 姜和 王金波 熊伟 贾云 秦瑞香 刘德蓉 陈华 |
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| 作者单位： | College of Chemistry &Chemical Engineering, Chongqing University of Science and Technology, Chongqing 401331, P. R. China; Key Laboratory of Green Chemistry and Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P. R. China |
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| 摘 要： | 研究了钌-双膦-二胺配合物催化剂RuCl2(S)-P-Phos]-(S)-DAIPEN] P-Phos: 2,2',6,6'-四甲氧基-4,4'-双(二苯基膦基)-3,3'-二吡啶, DAIPEN: 1,1-二(4-甲氧苯基)-2-异丙基-1,2-乙二胺]催化芳香酮不对称加氢反应的性能, 考察了不同的碱、叔丁醇钾浓度、反应溶剂、底物/催化剂摩尔比等因素对反应活性和对映选择性的影响. 在苯乙酮、叔丁醇钾、催化剂的摩尔比为1000:20:1, 氢气压力为2 MPa, 反应温度为30 ℃时, 苯乙酮的转化率和α-苯乙醇的对映选择性(ee)分别达到了100%和88.5%, 2'-溴苯乙醇的ee 值可达97.1%.
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| 关 键 词： | 不对称加氢 钌膦配合物 手性二胺 芳香酮 |
| 收稿时间： | 2009-09-04 |
| 修稿时间： | 2009-10-26 |
Asymmetric Hydrogenation of Aromatic Ketones Catalyzed by RuCl2[(S)-P-Phos]-[(S)-DAIPEN] |
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| JIANG He,WANG Jin-Bo,XIONG Wei,JIA Yun,QIN Rui-Xiang,LIU De-Rong,CHEN Hua.Asymmetric Hydrogenation of Aromatic Ketones Catalyzed by RuCl2[(S)-P-Phos]-[(S)-DAIPEN][J].Acta Physico-Chimica Sinica,2010,26(3):675-678. |
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| Authors: | JIANG He WANG Jin-Bo XIONG Wei JIA Yun QIN Rui-Xiang LIU De-Rong CHEN Hua |
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| Institution: | College of Chemistry &Chemical Engineering, Chongqing University of Science and Technology, Chongqing 401331, P. R. China; Key Laboratory of Green Chemistry and Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P. R. China |
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| Abstract: | A ruthenium phosphine diamine complex RuCl2(S)-P-Phos]-(S)-DAIPEN] P-Phos: 2,2',6,6'-tetramethoxy-4,4'-bis(diphenylphosphino)-3,3'-bipyridine, DAIPEN: 1,1'-di(4-anisyl)-2-iopropyl-1,2-ethylenediamine] for the asymmetric hydrogenation of aromatic ketones has been studied. The influences of different bases , (CH3)3COK concentration, organic solvent, and molar ratio of substrate to catalyst on activity and enantioselectivity were investigated. Under the following optimum conditions: n(ketone):n(KOH):n(catalyst)=1000:20:1, pH2=2 MPa and T=30 ℃, the conversion of acetophenone and the enantioselectivity (ee) of S-1-phenylethanol was 100% and 88.5%, respectively. Additionally, the ee value of 2'-bromophenyl ethanol was 97.1%. |
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| Keywords: | Asymmetric hydrogenation Ruthenium-phosphine complex Chiral diamine Aromatic ketones |
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