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羧基亚胺配体的合成及其促进Suzuki偶联反应的研究
引用本文:刘睿智,张新生,杨海清,申东升.羧基亚胺配体的合成及其促进Suzuki偶联反应的研究[J].化学通报,2015,78(7):627-632.
作者姓名:刘睿智  张新生  杨海清  申东升
作者单位:广东药学院医药化工学院 广州510006
摘    要:合成了4种羧基亚胺配体并将其用于促进Suzuki偶联反应。通过考察配体结构、溶剂极性、碱强度和温度等因素对反应产率的影响,确定了羧基亚胺配体参与的钯催化Suzuki偶联反应的最佳条件为:催化剂的量为0.001(mol)%的Pd Cl2和0.002(mol)%的配体,以碳酸钾作碱,4m L乙醇水溶液(1∶1,体积比)作溶剂,反应温度为60℃,在空气条件下反应。结果表明,羧基亚胺配体能够有效促进Suzuki偶联反应;在合成的配体L1~L4中,具有适当的位阻和给电子基团的L2的催化活性最高,能够高效催化合成一系列联芳类化合物。

关 键 词:Suzuki交叉偶联反应  羧基亚胺  过渡金属钯催化
收稿时间:2014/11/2 0:00:00
修稿时间:2014/12/11 0:00:00

Carboxylic Imine Ligands: the Synthesis and Their Applications for Suzuki Cross-Coupling Reaction
LIU Ruizhi,ZHANG Xinsheng,YANG Haiqing and SHEN Dongsheng.Carboxylic Imine Ligands: the Synthesis and Their Applications for Suzuki Cross-Coupling Reaction[J].Chemistry,2015,78(7):627-632.
Authors:LIU Ruizhi  ZHANG Xinsheng  YANG Haiqing and SHEN Dongsheng
Institution:School of Chemistry and Chemical Engineering,Guangdong Pharmaceutical University,School of Chemistry and Chemical Engineering,Guangdong Pharmaceutical University,School of Chemistry and Chemical Engineering,Guangdong Pharmaceutical University,School of Chemistry and Chemical Engineering,Guangdong Pharmaceutical University
Abstract:Four kinds of carboxylic imine ligands were synthesized and applicated for Suzuki cross-coupling reaction. The effects of ligand structure, solvent, base and temperature on Suzuki cross-coupling reaction were investigated. It was found that at the aerobic reaction conditions with a loading of 0.001 mol% PdCl2 and 0.002 mol% L2, in the presence of K2CO3 and EtOH:H2O=2 mL:2 mL, the carboxylic imine palladium catalyst showed highly efficiency, and a number of biaryls were synthesized.
Keywords:Suzuki cross-coupling reaction  carboxylc imine ligands  transition metal palladium catalyst
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