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Dual functionalized task specific ionic liquid promoted in situ generation of palladium nanoparticles in water: synergic catalytic system for Suzuki-Miyaura cross coupling

机译:双重功能化的任务特定离子液体促进水中钯纳米粒子的原位生成:铃木-宫浦交叉偶联的协同催化体系

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摘要

Herein we report the synthesis of a novel, dual functionalized task specific ionic liquid possessing cation with hydroxyl functionality which induces reaction in water and acts as a reducing agent as well as an anion with prolinate functionality serves as ligand and stabilizes and/or activates the in situ formed palladium nanoparticles (Pd-Nps) thus act as palladium(0) reservoirs. The generated palladium nanoparticles were characterized by UV-visible spectroscopy, high resolution transmission electron microscopy (HR-TEM), selected area electron diffraction (SAED) and energy-dispersive X-ray spectroscopy (EDX) analysis. These in situ synthesized palladium nanoparticles with particle size between 3 to 9 nm exhibited a high catalytic activity in the Suzuki-Miyaura cross-coupling of aryl halide with aryl boronic acid without using external phosphine ligand. Less activated aryl chlorides also coupled smoothly with aryl boronic acid. It is noteworthy that, isolation of the products were performed by the simple extraction in diethyl ether, and the aqueous system containing ionic liquid along with Pd-NPs was recycled for seven times, without significant loss of catalytic activity.
机译:本文中,我们报告了一种新型的,具有羟基官能度阳离子的双重功能化特定任务离子液体的合成,该阳离子液体可在水中诱导反应并充当还原剂,而具有脯氨酸盐官能度的阴离子充当配体并稳定和/或活化原位形成的钯纳米颗粒(Pd-Nps)因此可作为钯(0)的储库。通过紫外可见光谱,高分辨率透射电子显微镜(HR-TEM),选择区域电子衍射(SAED)和能量色散X射线光谱(EDX)分析对生成的钯纳米粒子进行了表征。在不使用外部膦配体的情况下,这些原位合成的粒径在3至9 nm之间的钯纳米颗粒在芳基卤化物与芳基硼酸的Suzuki-Miyaura交叉偶联中表现出高催化活性。活化程度较低的芳基氯也可以与芳基硼酸顺利偶联。值得注意的是,产物的分离是通过在乙醚中的简单萃取来进行的,并且将包含离子液体和Pd-NP的水性体系再循环了七次,而没有明显丧失催化活性。

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