A novel "tunnel-like" cyclopalladated arylimine catalyst immobilized on graphene oxide nano-sheet

作者：Xue, Ziqian; Huang, Pingping; Li, Tiesheng^*; Qin, Pengxiao; Xiao, Dan; Liu, Minghua^*; Chen, Penglei; Wu, Yangjie^*

来源：Nanoscale, 2017, 9(2): 781-791.

DOI：10.1039/c6nr07521e

• SUZUKI COUPLING REACTION
• HETEROGENEOUS PALLADIUM CATALYSTS
• HETEROCYCLIC CARBENE-PALLADIUM
• HIGHLY-ACTIVE CATALYST
• PD NANOPARTICLES
• MIYAURA REACTION
• SCHIFF-BASE
• FUNCTIONALIZED GRAPHENE
• RECYCLABLE CATALYST
• FACILE PREPARATION

A novel "tunnel-like" cyclopalladated arylimine was prepared and immobilized on graphene oxide nanosheet to form a hybrid catalytic material (denoted as F-GO-Pd) by self-assembly. The F-GO-Pd catalyst was characterized by XRD, FTIR, Raman, XPS, SEM, and TEM. This novel hybrid catalytic material was proven to be an efficient catalyst for the Suzuki-Miyaura coupling reaction of aryl halides (I, Br, Cl) with arylboronic acids in aqueous media under mild conditions with a very low amount of catalyst (0.01 mol%) and a high turnover frequency (TOF) (> 20 000 h(-1)). In particular, high yields also could be obtained at room temperature with prolonged time. F-GO-Pd also showed good stability and recyclability seven times with a superior catalytic activity. The heterogeneous catalytic mechanism was investigated with kinetic studies, hot filtration tests, catalyst poisoning tests, and in situ FTIR spectroscopy with a ReactIR and the deactivation mechanism of the catalysts was proposed through analysis of its chemical stability by TEM, SEM, Raman, and XRD, indicating that a heterogeneous catalytic process occurred on the surface and the changes of the catalytic activity during the recycling were related to the micro-environment of the catalyst surface.

• 出版日期2017-1-14
• 单位郑州大学; 中国科学院