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首页> 外文期刊>Chemistry: A European journal >Click ionic liquids: A family of promising tunable solvents and application in Suzuki-Miyaura cross-coupling
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Click ionic liquids: A family of promising tunable solvents and application in Suzuki-Miyaura cross-coupling

机译：Click离子液体：一个有前途的可调溶剂家族及其在Suzuki-Miyaura交叉偶联中的应用

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摘要

A series of click ionic salts 4a-4n was prepared through click reaction of organic azides with alkynefunctionalized imidazolium or 2-methylimidazolium salts, followed by metathesis with lithium bis(trifluoromethanesulfonyl) amide or potassium hexafluorophosphate. All salts were characterized by IR, NMR, TGA, and DSC, and most of them can be classified as ionic liquids. Their steric and electronic properties can be easily tuned and modified through variation of the aromatic or aliphatic substituents at the imidazolium and/or triazolyl rings. The effect of anions and substituents at the two rings on the physicochemical properties was investigated. The charge and orbital distributions based on the optimized structures of cations in the salts were calculated. Reaction of 4a with PdCl _2 produced mononuclear click complex 4a-Pd, the structure of which was confirmed by single-crystal X-ray diffraction analysis. Suzuki-Miyaura cross-coupling shows good catalytic stability and high recyclability in the presence of PdCl _2 in 4a. TEM and XPS analyses show formation of palladium nanoparticles after the reaction. The palladium NPs in 4a are immobilized by the synergetic effect of coordination and electrostatic interactions with 1,2,3-triazolyl and imidazolium, respectively.
机译：通过有机叠氮化物与炔基官能化的咪唑鎓盐或2-甲基咪唑鎓盐的点击反应，然后与双（三氟甲磺酰基）氨基化锂或六氟磷酸钾复分解，制备一系列点击离子盐4a-4n。所有盐均通过IR，NMR，TGA和DSC进行了表征，其中大多数可归为离子液体。通过改变咪唑鎓和/或三唑基环上的芳族或脂族取代基，可以轻松地调节和改变它们的空间和电子性能。研究了两个环上的阴离子和取代基对理化性质的影响。根据盐中阳离子的最佳结构计算了电荷和轨道分布。 4a与PdCl _2的反应生成了单核点击复合物4a-Pd，其结构已通过单晶X射线衍射分析确认。在4a中存在PdCl _2时，Suzuki-Miyaura交叉偶联显示出良好的催化稳定性和高可回收性。 TEM和XPS分析表明反应后钯纳米颗粒的形成。 4a中的钯NPs分别通过与1,2,3-三唑基和咪唑的配位和静电相互作用的协同作用而被固定。

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