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Fabrication and Application of Graphene Supported Diimine‐Palladium Complex Catalyst for Organic Synthesis
Author(s) -
Sun Yunlong,
Li Tian
Publication year - 2020
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201904488
Subject(s) - palladium , catalysis , diimine , yield (engineering) , suzuki reaction , steric effects , chemistry , oxide , graphene , leaching (pedology) , dibenzofuran , ligand (biochemistry) , combinatorial chemistry , inorganic chemistry , organic chemistry , materials science , nanotechnology , biochemistry , environmental science , receptor , soil science , metallurgy , soil water
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 4 th run.