Iron photocatalysis via Brønsted acid-unlocked ligand-to-metal charge transfer

Xiaoyu Jiang, Yu Lan (), Yudong Hao, Kui Jiang, Jing He, Jiali Zhu, Shiqi Jia, Jinshuai Song, Shi-Jun Li () and Linbin Niu ()
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Xiaoyu Jiang: Zhengzhou University
Yu Lan: Zhengzhou University
Yudong Hao: Zhengzhou University
Kui Jiang: Zhengzhou University
Jing He: Zhengzhou University
Jiali Zhu: Zhengzhou University
Shiqi Jia: Zhengzhou University
Jinshuai Song: Zhengzhou University
Shi-Jun Li: Zhengzhou University
Linbin Niu: Zhengzhou University

Nature Communications, 2024, vol. 15, issue 1, 1-9

Abstract: Abstract Reforming sustainable 3d-metal-based visible light catalytic platforms for inert bulk chemical activation is highly desirable. Herein, we demonstrate the use of a Brønsted acid to unlock robust and practical iron ligand-to-metal charge transfer (LMCT) photocatalysis for the activation of multifarious inert haloalkylcarboxylates (CnXmCOO−, X = F or Cl) to produce CnXm radicals. This process enables the fluoro-polyhaloalkylation of non-activated alkenes by combining easily available Selectfluor as a fluorine source. Valuable alkyl fluorides including potential drug molecules can be easily obtained through this protocol. Mechanistic studies indicate that the real light-harvesting species may derive from the in situ-assembly of Fe3+, CnXmCOO−, H+, and acetonitrile solvent, in which the Brønsted acid indeed increases the efficiency of LMCT between the iron center and CnXmCOO− via hydrogen-bond interactions. We anticipate that this Brønsted acid-unlocked iron LMCT platform would be an intriguing sustainable option to execute the activation of inert compounds.

Date: 2024
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DOI: 10.1038/s41467-024-50507-6

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