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Pd – ninhydrin immobilized on magnetic nanoparticles: synthesis, characterization, and application as a highly efficient and recoverable catalyst for Suzuki–Miyaura and Heck–Mizoroki C–C coupling reactions
Journal of the Iranian Chemical Society ( IF 2.2 ) Pub Date : 2020-01-02 , DOI: 10.1007/s13738-019-01833-w
Maryam Hajjami , Zeinab Shirvandi

Abstract

In this work by controlling the interaction between the inorganic complexes and the support material, we have designed a high-activity nanostructured combined of magnetic nanoparticles and Pd–ninhydrin-terminated complex as catalyst. The as-prepared catalyst was characterized by FT-IR, XRD, VSM, SEM, EDAX, ICP, and TGA techniques. This magnetic nanostructure can be used as a novel, green, and efficient heterogeneous catalyst for Suzuki–Miyaura and Heck–Mizoroki C–C coupling reactions. This catalyst showed promising catalytic activity and excellent yields toward various aryliodides and arylbromides in mild reaction conditions. In Suzuki–Miyaura reactions, various aryl halides (I, Br) were coupled with phenyl boronic acids in 5 mg of catalyst and 8 mg of catalyst used for Mizoroki–Heck reaction of aryl halides (I, Br) with n-butyl acrylate or acrylonitrile. The catalyst was reusable and recycled six times without a significant loss in activity and leaching of palladium.

Graphic abstract



中文翻译:

Pd –茚三酮固定在磁性纳米粒子上:合成,表征和作为铃木–宫浦和Heck – Mizoroki C–C偶联反应的高效可回收催化剂

摘要

在这项工作中,通过控制无机络合物与载体材料之间的相互作用,我们设计了由磁性纳米颗粒和Pd-茚三酮封端的络合物作为催化剂的高活性纳米结构。通过FT-IR,XRD,VSM,SEM,EDAX,ICP和TGA技术对所制备的催化剂进行表征。这种磁性纳米结构可以用作铃木-宫浦和赫克-米佐罗基CC偶联反应的新型,绿色,高效的多相催化剂。该催化剂在温和的反应条件下显示出令人鼓舞的催化活性和对各种芳基碘化物和芳基溴化物的优异产率。在Suzuki–Miyaura反应中,各种芳基卤化物(I,Br)与苯基硼酸在5 mg催化剂和8 mg催化剂中偶合,用于芳基卤化物(I,Br)与n的Mizoroki-Heck反应丙烯酸丁酯或丙烯腈。该催化剂可重复使用并循环使用六次,而活性和钯的浸出没有明显损失。

图形摘要

更新日期:2020-01-02
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