Novel SO3H-Functionalized Ionic Liquids Based on Benzimidazolium Cation: Efficient and Recyclable Catalysts for One-Pot Synthesis of Biscoumarin Derivatives

Novel SO3H-Functionalized Ionic Liquids Based on Benzimidazolium Cation: Efficient and Recyclable Catalysts for One-Pot Synthesis of Biscoumarin Derivatives
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基于苯并咪唑鎓阳离子的新型SO3H官能化离子液体:用于一锅法合成双香豆素衍生物的高效且可回收的催化剂

DOI:
10.1007/s10562-011-0689-9
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发表时间:
2011-11-01
期刊:
影响因子:
2.8
通讯作者:
Wang, Yuanyuan
Wang, Yuanyuan
中科院分区:
化学4区
文献类型:
--
作者:
Li, Wei;Wang, Yu;Wang, Yuanyuan

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AbstractIn this article, a new group of SO3H-functionalized ionic liquids based on benzimidazolium cation was synthesized and used as environmentally benign catalysts for the one-pot synthesis of biscoumarin derivatives. The ionic liquids showed high catalytic activities and reusabilities with good to excellent yields of the desired products.H0(Hammett function) values and the minimum-energy geometries of SO3H-functionalized ionic liquids were determined and the results revealed that the acidities and catalytic activities of ionic liquids in the synthesis of biscoumarin derivatives were related to their structures.Graphical AbstractThe simple, more efficient way for synthesis of biscoumarin derivatives has been developed. This new method abandon the traditional hazardous organic liquid and is carried out by using a one-pot reaction of 4-hydroxycoumarin with aromatic aldehydes in the presence of novel SO3H-functionalized ionic liquids based on benzimidazolium cation as catalysts. The ionic liquids showed high catalytic activities and reusabilities with good to excellent yields of the desired products.H0(Hammett function) values and the minimum-energy geometries of SO3H-functionalized ionic liquids were determined and the results revealed that the acidities and catalytic activities of ionic liquids in the synthesis of biscoumarin derivatives were influenced by their structures.