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Postsynthetic Metalation of a Robust Hydrogen-Bonded Organic Framework for Heterogeneous Catalysis
- Han, Bin, Wang, Hailong, Wang, Chiming, Wu, Hui, Zhou, Wei, Chen, Banglin, Jiang, Jianzhuang
- Journal of the American Chemical Society 2019 v.141 no.22 pp. 8737-8740
- Suzuki reaction, acetates, aromatic hydrocarbons, catalysts, catalytic activity, crystallization, hydrogen bonding, palladium, surface area, triazines
- Hydrogen-bonded organic framework (HOF)-based catalysts still remain unreported thus far due to their relatively weak stability. In the present work, a robust porous HOF (HOF-19) with a Brunauer–Emmett–Teller surface area of 685 m² g–¹ was reticulated from a cagelike building block, amino-substituted bis(tetraoxacalixarenetriazine), depending on the hydrogen bonding with the help of π–π interactions. The postsynthetic metalation of HOF-19 with palladium acetate afforded a palladium(II)-containing heterogeneous catalyst with porous hydrogen-bonded structure retained, which exhibits excellent catalytic performance for the Suzuki–Miyaura coupling reaction with the high isolation yields (96–98%), prominent stability, and good selectivity. More importantly, by simple recrystallization, the catalytic activity of deactivated species can be recovered from the isolation yield 46% to 92% for 4-bromobenzonitrile conversion at the same conditions, revealing the great application potentials of HOF-based catalysts.