Engineering single-atom active sites anchored covalent organic frameworks for efficient metallaphotoredox C-N cross-coupling reactions Show others and affiliations
2022 (English) In: Science Bulletin, ISSN 2095-9273, Vol. 67, no 19, p. 1971-1981Article in journal (Refereed) Published
Abstract [en]
Photoredox catalysis has become an indispensable solution for the synthesis of small organic molecules. However, the precise construction of single-atomic active sites not only determines the catalytic performance, but also avails the understanding of structure-activity relationship. Herein, we develop a facile approach to immobilize single-atom Ni sites anchored porous covalent organic framework (COF) by use of 4,40,400-(1,3,5-triazine-2,4,6-triyl)trianiline and 2,6-diformylpyridine (Ni SAS/TD-COF). Ni SAS/TDCOF catalyst achieves excellent catalytic performance in visible-light-driven catalytic carbon-nitrogen cross-coupling reaction between aryl bromides and amines under mild conditions. The reaction provides amine products in excellent yields (71%-97%) with a wide range of substrates, including aryl and heteroaryl bromides with electron-deficient, electron-rich and neutral groups. Notably, Ni SAS/TD-COF could be recovered from the reaction mixture, corresponding to the negligible loss of photoredox performance after several cycles. This work provides a promising opportunity upon rational design of single-atomic active sites on COFs and the fundamental insight of photoredox mechanism for sustainable organic transformation.
Place, publisher, year, edition, pages Elsevier BV , 2022. Vol. 67, no 19, p. 1971-1981
Keywords [en]
Single-atom active sites, Covalent organic frameworks, Photocatalysis, C-N cross-coupling reaction, Heterogeneous catalyst
National Category
Organic Chemistry
Identifiers URN: urn:nbn:se:kth:diva-321626 DOI: 10.1016/j.scib.2022.09.010 ISI: 000875704200014 PubMedID: 36546207 Scopus ID: 2-s2.0-85138773635 OAI: oai:DiVA.org:kth-321626 DiVA, id: diva2:1712605
Note QC 20221122
2022-11-222022-11-222023-09-21 Bibliographically approved