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Triarylamines as catalytic donors in light-mediated electron donor–acceptor complexes

Recently, photochemistry of Electron Donor–Acceptor (EDA) complexes employing catalytic amounts of electron donors have become of interest as a new methodology in the catalysis field, allowing for decoupling of the electron transfer (ET) from the bond-forming event. However, examples of practical ED...

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Detalles Bibliográficos
Autores principales: Castillo-Pazos, Durbis J., Lasso, Juan D., Hamzehpoor, Ehsan, Ramos-Sánchez, Jorge, Salgado, Jan Michael, Cosa, Gonzalo, Perepichka, Dmytro F., Li, Chao-Jun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10055340/
https://www.ncbi.nlm.nih.gov/pubmed/37006691
http://dx.doi.org/10.1039/d2sc07078b
Descripción
Sumario:Recently, photochemistry of Electron Donor–Acceptor (EDA) complexes employing catalytic amounts of electron donors have become of interest as a new methodology in the catalysis field, allowing for decoupling of the electron transfer (ET) from the bond-forming event. However, examples of practical EDA systems in the catalytic regime remain scarce, and their mechanism is not yet well-understood. Herein, we report the discovery of an EDA complex between triarylamines and α-perfluorosulfonylpropiophenone reagents, catalyzing C–H perfluoroalkylation of arenes and heteroarenes under visible light irradiation in pH- and redox-neutral conditions. We elucidate the mechanism of this reaction using a detailed photophysical characterization of the EDA complex, the resulting triarylamine radical cation, and its turnover event.