Copper immobilized at a covalent organic framework: an efficient and recyclable heterogeneous catalyst for the Chan–Lam coupling reaction of aryl boronic acids and amines

• Published in: Green chemistry : an international journal and green chemistry resource : GC Vol. 20; no. 21; pp. 4891 - 4900
• Main Authors: Han, Yi, Zhang, Mo, Zhang, Ya-Qing, Zhang, Zhan-Hui
• Format: Journal Article
• Language: English
• Published: CAMBRIDGE Royal Soc Chemistry 29.10.2018; Royal Society of Chemistry
• Subjects: Acids; Amines; Aromatic compounds; boronic acids; Catalysis; Catalysts; Catalytic activity; Chemistry; Chemistry, Multidisciplinary; Copper; Coupling; filtration; Green & Sustainable Science & Technology; Green chemistry; Organic chemistry; Physical Sciences; Reagents; Science & Technology; Science & Technology - Other Topics; ROOM-TEMPERATURE; NANOPARTICLES; COMPLEXES SYNTHESIS; LIGAND-FREE; ONE-POT SYNTHESIS; C-N; BOND FORMATION; CHEMOSELECTIVE N-ARYLATION; ARYLBORONIC ACIDS; BASE
• ISSN: 1463-9262; 1463-9270; 1463-9270
• DOI: 10.1039/C8GC02611D

A polyimide covalent organic framework (PI-COF) with high thermal and chemical stabilities has been readily prepared from commercially available and inexpensive reagents and was employed as an effective support for heterogeneous copper. It was demonstrated that the obtained Cu@PI-COF is a highly active heterogeneous catalyst which can effectively promote the Chan–Lam coupling reaction of aryl boronic acids and amines in an open flask without the aid of any base or additive. In addition, the catalyst could be readily recovered from the reaction mixture by simple filtration and reused for at least eight cycles without any observable change in structure and catalytic activity.