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Fe3O4‐SAHPG‐Pd0 nanoparticles: A ligand‐free and low Pd loading quasiheterogeneous catalyst active for mild Suzuki–Miyaura coupling and C?H activation of pyrimidine cores
Applied Organometallic Chemistry ( IF 3.9 ) Pub Date : 2020-09-10 , DOI: 10.1002/aoc.6020
Hamid Azizollahi 1 , Hossein Eshghi 1 , José‐Antonio García‐López 2
Affiliation  

This paper reports a green magnetic quasiheterogeneous efficient palladium catalyst in which Pd0 nanoparticles have been immobilized in self‐assembled hyperbranched polyglycidole (SAHPG)‐coated magnetic Fe3O4 nanoparticles (Fe3O4‐SAHPG‐Pd0). This catalyst has been used for effective ligandless Pd catalyzed Suzuki–Miyaura coupling reactions of different aryl halides with substituted boronic acids at room temperature and in aqueous media. Herein, SAHPG is used as support; it also acts as a reducing agent and stabilizer to promote the transformation of PdII to Pd0 nanoparticles. Also, this environmental friendly quasiheterogeneous catalyst is employed for the first time in the synthesis of new pyrimido[4,5‐b]indoles via oxidative addition/CH activation reactions on the pyrimidine rings, which were obtained with higher yield and faster than when Pd(OAc)2 was used as the catalyst. Interestingly, the above‐mentioned catalyst could be recovered in a facile manner from the reaction mixture by applying an external magnet device and recycled several times with no significant decrease in the catalytic activity.

中文翻译:

Fe3O4‐SAHPG‐Pd0纳米颗粒:无配体且低Pd负载的准多相催化剂,对轻度的Suzuki–Miyaura偶联和C反应具有活性嘧啶核的H活化

本文报道了一种绿色的准多相磁性高效钯催化剂,其中Pd 0纳米颗粒已固定在自组装超支化聚缩水甘油(SAHPG)涂层的磁性Fe 3 O 4纳米颗粒(Fe 3 O 4 -SAHPG-Pd 0)中。该催化剂已用于在室温下和在水介质中,不同芳基卤化物与取代硼酸的有效的无配体Pd催化Suzuki-Miyaura偶联反应。这里,SAHPG被用作支持;它还充当还原剂和稳定剂,以促进Pd II向Pd 0的转化纳米粒子。而且,这种环境友好的准多相催化剂首次用于通过嘧啶环上的氧化加成/ CH活化反应合成新的嘧啶并[4,5- b ]吲哚,这种方法获得的收率更高且比当使用Pd(OAc)2作为催化剂时。有趣的是,可以通过应用外部磁体装置以容易的方式从反应混合物中回收上述催化剂,并循环几次,而催化活性没有明显降低。
更新日期:2020-09-10
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