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一个新的Cu(II)-二胺配合物催化的Henry反应
引用本文:苏,策夏淑娇,常文武,韩丽娟.一个新的Cu(II)-二胺配合物催化的Henry反应[J].应用化学,2014,31(4):411-416.
作者姓名:  策夏淑娇  常文武  韩丽娟
作者单位:(兰州理工大学石油化工学院 兰州 730050)
基金项目:兰州理工大学优秀青年教师计划项目(Q200912)~~
摘    要:研究了L-脯氨酸制得的C2-对称二胺,与醋酸铜形成新的配合物,催化各种醛与硝基烷烃间的Henry反应。 考察了反应温度、溶剂和催化剂用量对收率和反应速率的影响。 研究结果表明,在室温下,以乙醇作为反应溶剂时,摩尔分数10%的二胺醋酸铜配合物能够有效地催化醛与硝基甲烷反应,生成相应的β-硝基醇,收率为60%~92%。 醛与硝基乙烷的Henry反应产物具有非对映立体选择性。 芳香醛参与Henry反应产物的非对映选择性高达24∶1,但脂肪醛为底物时,此催化剂对Henry反应的非对映选择性不明显。

关 键 词:Henry反应  C2-对称二胺Cu(Ⅱ)配合物  催化作用  双齿配体  
收稿时间:2013-06-06
修稿时间:2013-09-14

A New Cu(II)-diamine Complex Catalyzed Henry Reaction
SU Ce,XIA Shujiao,CHANG Wenwu,HAN Lijuan.A New Cu(II)-diamine Complex Catalyzed Henry Reaction[J].Chinese Journal of Applied Chemistry,2014,31(4):411-416.
Authors:SU Ce  XIA Shujiao  CHANG Wenwu  HAN Lijuan
Institution:(College of Petro-Chemical Engineering,Lanzhou University of Technology,Lanzhou 730050,China)
Abstract:A new copper acetate complex derived from C2-symmetric diamine, which can be easily prepared from L-proline, was developed and used as an efficient catalyst in Henry reaction between various aldehydes and nitroalkanes. The results demonstrate that the reaction temperature, solvents and catalyst loadings have considerably effects on both yields and reaction rates. The yields are 60%~92% in optimal reaction conditions:at room temperature, ethanol as solvent, 10% molar fraction ofcatalyst loading. All aldehydes react efficiently with tested nitroalkanesto produce corresponding β-nitroalcohols. When aromatic aldehydes react with nitroethane, excellent diastereoselectivity can be obtained. However, diastereoselectivity is modest in the reaction of aliphatic acetaldehyde.
Keywords:Henry reaction  copper acetate  C2-symmetric diamine  bidentate ligand
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