Photoelectrochemical Iron(III) Catalysis for Late‐Stage C─H Fluoroalkylations

V Vladimir Motornov (Wöhler Research Institute for Sustainable Chemistry (WISCh) Georg‐August‐Universität Tammannstraße 2 37077 Göttingen Germany) S Sven Trienes (Wöhler Research Institute for Sustainable Chemistry (WISCh) Georg‐August‐Universität Göttingen Tammannstraße 2 37077 Göttingen Germany) S Simonetta Resta (Wöhler Research Institute for Sustainable Chemistry (WISCh) Georg‐August‐Universität Tammannstraße 2 37077 Göttingen Germany) J João C. A. Oliveira (Wöhler Research Institute for Sustainable Chemistry) Z Zhipeng Lin Z Zhi Liu (Laboratory of Atmospheric Environment and Pollution Control) T Tristan von Münchow (University of Bologna, Department of Industrial Chemistry Toso Montanari, via Piero Gobetti 85, 40129 Bologna, Italy) C Claudia Stückl (Institut für Anorganische Chemie Georg‐August‐Universität Tammannstraße 4 37077 Göttingen Germany) L Lutz Ackermann (Institut für Organische und Biomolekulare Chemie (IOBC))

Abstract

Abstract Chemo‐ and site‐selective functionalization of complex molecules poses a fundamental challenge. Herein, we introduce a resource‐economic photoelectrocatalysis strategy to enable versatile direct fluoroalkylations catalyzed by Earth‐abundant iron and paired with the hydrogen evolution reaction (HER). Notably, the devised approach proved amenable to versatile late‐stage C─H fluoroalkylations of bio‐relevant heterocycles, such as xanthines, nucleobases, and nucleosides. Mechanistic studies supported a ligand‐to‐metal charge transfer‐induced formation of the fluoroalkyl radical.

Article Details

Volume / Issue Vol. 64, Issue 25
Published June 17, 2025
ISSN 1433-7851
Publisher Wiley

Journal Info

Angewandte Chemie International Edition

Wiley

ISSN: 1433-7851 Physical Sciences

Authors (9)

V

Vladimir Motornov

Wöhler Research Institute for Sustainable Chemistry (WISCh) Georg‐August‐Universität Tammannstraße 2 37077 Göttingen Germany

S

Sven Trienes

Wöhler Research Institute for Sustainable Chemistry (WISCh) Georg‐August‐Universität Göttingen Tammannstraße 2 37077 Göttingen Germany

S

Simonetta Resta

Wöhler Research Institute for Sustainable Chemistry (WISCh) Georg‐August‐Universität Tammannstraße 2 37077 Göttingen Germany

J

João C. A. Oliveira

Wöhler Research Institute for Sustainable Chemistry

Z

Zhipeng Lin

Z

Zhi Liu

Laboratory of Atmospheric Environment and Pollution Control

T

Tristan von Münchow

University of Bologna, Department of Industrial Chemistry Toso Montanari, via Piero Gobetti 85, 40129 Bologna, Italy

C

Claudia Stückl

Institut für Anorganische Chemie Georg‐August‐Universität Tammannstraße 4 37077 Göttingen Germany

L

Lutz Ackermann

Institut für Organische und Biomolekulare Chemie (IOBC)