Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 61, Issue 40, Pages -Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202209749
Keywords
Acyl Chlorides; Cobalt; Fluorination; Heterogeneous Catalysis; Single-Atom Catalysts
Categories
Funding
- National Key R&D Program of China [2018YFA0702003]
- National Natural Science Foundation of China [22171157, 21890383, 21871159]
- Science and Technology Key Project of Guangdong Province of China [2020B010188002]
- Guangxi Natural Science Foundation of China [2021GXNSFFA220005]
- central government guides local science and technology development fund projects [guike ZY21195014]
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This paper presents a single-atom catalyst (SAC) strategy to improve the cobalt-catalysed fluorination of acyl chlorides. The stable Co-F intermediate formed by oxidative fluorination of Co-1-N-4@NC SAC can replace the unstable high-valent cobalt catalytic system and avoid the use of phosphine ligands. This work demonstrates the potential of inorganic SACs in organofluorine chemistry and provides a valuable reference for studying the structure-activity relationship in catalyst design and chemical reaction mechanisms.
Improving the stability of sensitive catalytic systems is an emerging research topic in the catalysis field. However, the current design of heterogeneous catalysts mainly improves their catalytic performance. This paper presents a single-atom catalyst (SAC) strategy to improve the cobalt-catalysed fluorination of acyl chlorides. A stable Co-F intermediate can be formed through the oxidative fluorination of Co-1-N-4@NC SAC, which can replace the unstable high-valent cobalt catalytic system and avoid the use of phosphine ligands. In the SAC system, KF can be employed as a fluorinating reagent to replace the AgF, which can be applied to various substrates and scale-up conversion with high turnover numbers (TON=1.58x10(6)). This work also shows that inorganic SACs have tremendous potential for organofluorine chemistry, and it provides a good reference for follow-up studies on the structure-activity relationship between catalyst design and chemical reaction mechanisms.
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