Postsynthetic Metalation of a Robust Hydrogen-Bonded Organic Framework for Heterogeneous Catalysis

• Published in: Journal of the American Chemical Society Vol. 141; no. 22; pp. 8737 - 8740
• Main Authors: Han, Bin, Wang, Hailong, Wang, Chiming, Wu, Hui, Zhou, Wei, Chen, Banglin, Jiang, Jianzhuang
• Format: Journal Article
• Language: English
• Published: United States American Chemical Society 05.06.2019
• ISSN: 0002-7863; 1520-5126
• DOI: 10.1021/jacs.9b03766

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(tetraoxacalix[2]­arene[2]­triazine), 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.