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Engineering single-atom active sites anchored covalent organic frameworks for efficient metallaphotoredox C-N cross-coupling reactions
Dalian Univ Technol, Frontiers Sci Ctr Smart Mat Oriented Chem Engn, Sch Chem Engn, State Key Lab Fine Chem, Dalian 116024, Peoples R China..
Dalian Univ Technol, Frontiers Sci Ctr Smart Mat Oriented Chem Engn, Sch Chem Engn, State Key Lab Fine Chem, Dalian 116024, Peoples R China..
Dalian Univ Technol, Frontiers Sci Ctr Smart Mat Oriented Chem Engn, Sch Chem Engn, State Key Lab Fine Chem, Dalian 116024, Peoples R China..
Dalian Univ Technol, Frontiers Sci Ctr Smart Mat Oriented Chem Engn, Sch Chem Engn, State Key Lab Fine Chem, Dalian 116024, Peoples R China..
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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-321626DOI: 10.1016/j.scib.2022.09.010ISI: 000875704200014PubMedID: 36546207Scopus ID: 2-s2.0-85138773635OAI: oai:DiVA.org:kth-321626DiVA, id: diva2:1712605
Note

QC 20221122

Available from: 2022-11-22 Created: 2022-11-22 Last updated: 2023-09-21Bibliographically approved

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Sun, Licheng

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