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DPZ-Mediated Photochemical Cross-Coupling

Authors: Ludwig Miroslav | Burešová Zuzana | Grygarová Monika | Bureš Filip

Year: 2024

Type of publication: ostatní - přednáška nebo poster

Page from-to: nestránkováno

Titles:

Language	Name	Abstract	Keywords
eng	DPZ-Mediated Photochemical Cross-Coupling	The first photochemical processes were carried out by G. Ciamician hundred years ago. These primary experiments established fundamentals of the current photoredox catalysis that allows to transform solar energy into the energy of a chemical bond. Photoredox catalyst, either metal-based or organic such as dicyanopyrazine (DPZ), is essential. Visible light excited DPZ is capable to initiate various radical processes including cross-coupling reaction affording bi(hetero)aryls. The developed method allows facile cross-coupling of five- and six-membered rings such as pyrrole, imidazole, oxazole, thiazole and diazines (pyridine and pyrimidine) with various (hetero)aryl halides. The plausible mechanism may principally involve three reaction pathways - photoredox catalysis, photoinduced disproportionation process, and electron donor-acceptor complex. Good to excellent yields of target bi(hetero)aryls were achieved, while photoredox catalysis proved to be an exclusive reaction pathway for less reactive bromo- and chloro-derivatives.	dicyanopyrazine; photochemical cross-coupling; photoredox catalysis