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首页> 外文期刊>Bulletin of the Chemical Society of Japan >Palladium nanoparticles supported on aminopropyl-functionalized clay as efficient catalysts for phosphine-free c-c bond formation via Mizoroki-Heck and Suzuki-Miyaura reactions
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Palladium nanoparticles supported on aminopropyl-functionalized clay as efficient catalysts for phosphine-free c-c bond formation via Mizoroki-Heck and Suzuki-Miyaura reactions

机译:负载在氨基丙基官能化粘土上的钯纳米颗粒作为通过Mizoroki-Heck和Suzuki-Miyaura反应形成无膦的c-c键的有效催化剂

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摘要

In this study, we have used palladium nanoparticles supported on aminopropyl-functionalized clay as an efficient catalyst for Mizoroki-Heck and Suzuki-Miyaura reactions. By using this catalyst, the reaction of iodo- and bromoarenes with n-butyl acrylate and styrene proceeded well and smoothly to produce the desired products in good to excellent yields under solvent-free conditions. The catalyst has been recycled for ten runs without much loss of its catalytic activity. SuzukiMiyaura reaction of structurally different aryl halides (I and Br) with phenylboronic acid by the aid of this catalyst in refluxing water or SDS micellar solution in the absence of any organic co-solvent was also performed well to give the desired biphenyl products in good to excellent yields. Production of the corresponding homocoupled products in negligible amounts was observed in these reactions. In comparison with many other reported palladium-catalyzed MizorokiHeck and SuzukiMiyaura reactions, the Pd-loading of this catalyst is one of the lowest. In the presence of this catalyst, all the reactions proceeded without using any external phosphorus ligands.
机译:在这项研究中,我们使用负载在氨基丙基官能化粘土上的钯纳米颗粒作为Mizoroki-Heck和Suzuki-Miyaura反应的有效催化剂。通过使用这种催化剂,碘代和溴代芳烃与丙烯酸正丁酯和苯乙烯的反应顺利进行,从而在无溶剂条件下以良好或优异的收率生产出所需的产物。该催化剂已循环使用十次,而其催化活性没有太大损失。在没有有机助溶剂的情况下,在回流水或SDS胶束溶液中,借助这种催化剂,结构上不同的芳基卤化物(I和Br)与苯基硼酸的SuzukiMiyaura反应也进行得很好,从而得到了所需的联苯产物优良的产量。在这些反应中观察到相应量的均相偶联产物的产量可忽略不计。与其他许多报道的钯催化的MizorokiHeck反应和SuzukiMiyaura反应相比,该催化剂的Pd负载量最低。在这种催化剂的存在下,所有反应都在不使用任何外部磷配体的情况下进行。

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