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Fabrication and Application of Graphene Supported Diimine‐Palladium Complex Catalyst for Organic Synthesis
ChemistrySelect ( IF 1.9 ) Pub Date : 2020-01-27 , DOI: 10.1002/slct.201904488
Yunlong Sun 1 , Tian Li 2
Affiliation  

In this paper, a diimine palladium complex with suitable steric hindrance of isopropyl groups and electron supply provides excellent protection for palladium active centers was synthesized and anchored on graphene oxide (GO) to obtain a reusable heterogeneous catalyst (Pd‐DI@GO). The XPS results confirmed the effective loading of palladium and the interaction between palladium and ligand. The ICP‐AES data verified the Pd content of catalyst was 5.04 wt% and confirmed extremely small amount Pd leaching in Suzuki reaction (<1 ppm). The Pd‐DI@GO can catalyze Suzuki reaction under milder conditions and afford 39 reactants with high yields (79%∼99%). It can achieve a yield as high as 99% with heterocyclic compound reactants which can poison the catalyst. The yields of double and triple substitutions are also impressive (70∼92%). The Pd‐DI@GO can catalyze the C−H direct arylation reaction efficiently, affording 22 reactants with superior yields (>85%). Notably, the Pd‐DI@GO can be recycled after Suzuki reaction via filtration or centrifugation easily, presenting a yield above 90% for the 4th run.

中文翻译:

石墨烯负载的二亚胺-钯配合物有机合成催化剂的制备及应用

本文合成了具有适当的异丙基空间位阻和电子供应能力的二亚胺钯配合物,为钯活性中心提供了出色的保护,并将其固定在氧化石墨烯(GO)上,制得可重复使用的多相催化剂(Pd-DI @ GO)。XPS结果证实了钯的有效负载以及钯与配体之间的相互作用。ICP-AES数据证实了催化剂中Pd的含量为5.04 wt%,并证实了Suzuki反应中Pd的浸出极少(<1 ppm)。Pd-DI @ GO可以在较温和的条件下催化Suzuki反应,并以高收率(79%〜99%)提供39种反应物。可以使催化剂中毒的杂环化合物反应物可实现高达99%的收率。双取代和三取代的产率也令人印象深刻(70〜92%)。Pd-DI @ GO可以有效地催化CH直接芳基化反应,从而提供22种反应物,收率更高(> 85%)。值得注意的是,Pd-DI @ GO可以在Suzuki反应后通过过滤或离心轻松回收,这4种产物的收率均超过90%。运行。
更新日期:2020-01-27
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