Activation of Aryl Chlorides in Water under Phase-Transfer Agent-Free and Ligand-Free Suzuki Coupling by Heterogeneous Palladium Supported on Hybrid Mesoporous Carbon
Duan, LL; Fu, R; Xiao, ZG; Zhao, QF; Wang, JQ; Chen, SJ; Wan, Y
刊名ACS CATALYSIS
2015
卷号5期号:2页码:575—586
关键词ABSORPTION FINE-STRUCTURE NONAQUEOUS IONIC LIQUIDS C-C MIYAURA REACTION PD CATALYSTS AQUEOUS-MEDIA HECK REACTION NANOPARTICLES COMPLEXES SILICA
英文摘要In this study, heterogeneous palladium catalysts supported on ordered mesoporous cobalt oxide-carbon nanocomposites were applied to the water-mediated Suzuki coupling reaction of chlorobenzene and phenylboronic acid and exhibited a high yield of biphenyl (49%) under mild reaction conditions free of phase-transfer agents and ligands. Product yields in the reaction of aryl chlorides containing electron-withdrawing groups attached to their benzene ring can reach approximately 90%. Thiol-functionalized mesoporous silica, which can trap soluble Pd species, was used to confirm the negligible leaching in solution and therefore heterogeneous reaction. This heterogeneous catalyst is stable, showing unobvious activity loss after 10 catalytic runs. Characterization by X-ray diffraction, transmission electron microscopy, X-ray photoelectron spectroscopy, X-ray absorption fine structure analysis, and N-2 sorption techniques revealed intercalated CoO nanoparticles inside a carbon matrix with uniform mesopore sizes (similar to 3 nm), high surface area (similar to 504 m(2)/g), and large pore volumes (similar to 0.38 cm(3)/g). Additionally, very small Pd clusters consisting of approximately three atoms and Pd-O bonds formed on the interface between CoO and Pd nanoparticles. The unsaturated coordinative Pd may be responsible for the activation of chlorobenzene in the absence of any additives or ligands. Uniform mesopores and the hydrophobic nature of the carbon support may also facilitate the mass transfer of the reactant molecules and enrichment inside pores. For comparison, the catalytic activities of Pd catalysts supported on pristine mesoporous carbon and carbon embedded with nickel oxide nanoparticles were also tested.
收录类别SCI
语种英语
公开日期2015-12-24
内容类型期刊论文
源URL[http://ir.sinap.ac.cn/handle/331007/24391]  
专题上海应用物理研究所_中科院上海应用物理研究所2011-2017年
推荐引用方式
GB/T 7714
Duan, LL,Fu, R,Xiao, ZG,et al. Activation of Aryl Chlorides in Water under Phase-Transfer Agent-Free and Ligand-Free Suzuki Coupling by Heterogeneous Palladium Supported on Hybrid Mesoporous Carbon[J]. ACS CATALYSIS,2015,5(2):575—586.
APA Duan, LL.,Fu, R.,Xiao, ZG.,Zhao, QF.,Wang, JQ.,...&Wan, Y.(2015).Activation of Aryl Chlorides in Water under Phase-Transfer Agent-Free and Ligand-Free Suzuki Coupling by Heterogeneous Palladium Supported on Hybrid Mesoporous Carbon.ACS CATALYSIS,5(2),575—586.
MLA Duan, LL,et al."Activation of Aryl Chlorides in Water under Phase-Transfer Agent-Free and Ligand-Free Suzuki Coupling by Heterogeneous Palladium Supported on Hybrid Mesoporous Carbon".ACS CATALYSIS 5.2(2015):575—586.
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