Issue 19, 2019

An N-heterocyclic carbene-functionalised covalent organic framework with atomically dispersed palladium for coupling reactions under mild conditions

Abstract

Covalent organic frameworks (COFs) are a new class of crystalline porous materials that could function as excellent scaffolds for heterogeneous catalysts. Herein, we report a functionalised COF (COF-NHC) using N-heterocyclic carbene (NHC) as a monomer building block via a facile ionothermal strategy. The simple and easily prepared imine-linked COF-NHC possessed two coordination sites (NHC and amine), which could fix the active component (Pd) tightly in COF, leading to atomically dispersed Pd in a heterogeneous catalyst. The as-prepared Pd@COF-NHC showed high stability in the Suzuki–Miyaura coupling reaction of arylboronic acids and aryl halides in aqueous media at room temperature, and could be easily recycled and reused multiple times without the loss of catalytic activity. Moreover, C–C coupling reactions could be accomplished using triarylbismuth reagents in ethanol aqueous solutions with high yields.

Graphical abstract: An N-heterocyclic carbene-functionalised covalent organic framework with atomically dispersed palladium for coupling reactions under mild conditions

Supplementary files

Article information

Article type
Paper
Submitted
14 Jun 2019
Accepted
10 Aug 2019
First published
12 Aug 2019

Green Chem., 2019,21, 5267-5273

An N-heterocyclic carbene-functionalised covalent organic framework with atomically dispersed palladium for coupling reactions under mild conditions

J. Yang, Y. Wu, X. Wu, W. Liu, Y. Wang and J. Wang, Green Chem., 2019, 21, 5267 DOI: 10.1039/C9GC01993F

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