Furan-Indole-Chromenone-Based Organic Photocatalyst for α-Arylation of Enol Acetate and Free Radical Polymerization Under LED Irradiation

In this study we report on the efficiency of a furane-indole-chromenone-based organic derivative (<b>FIC</b>) as a photocatalyst in the α-arylation of enol acetate upon LED irradiation at 405 nm, and as a photoinitiator/photocatalyst in the free radical polymerization of an acrylate grou...

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Bibliographic Details
Main Authors: Aurélien Galibert-Guijarro, Adel Noon, Joumana Toufaily, Tayssir Hamieh, Eric Besson, Stéphane Gastaldi, Jacques Lalevée, Laurence Feray
Format: Article
Language:English
Published: MDPI AG 2025-01-01
Series:Molecules
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Online Access:https://www.mdpi.com/1420-3049/30/2/265
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Summary:In this study we report on the efficiency of a furane-indole-chromenone-based organic derivative (<b>FIC</b>) as a photocatalyst in the α-arylation of enol acetate upon LED irradiation at 405 nm, and as a photoinitiator/photocatalyst in the free radical polymerization of an acrylate group in the presence of <i>bis</i>-(4-<i>tert</i>-butylphenyl)iodonium hexafluorophosphate (Iod) as an additive, or in the presence of both Iod and ethyl-4-(dimethyl amino) benzoate (EDB) under LED irradiation at 365 nm. The photochemical properties of this new light-sensitive compound are described, and the wide redox window (3.27 eV) and the high excited-state potentials <b>FIC*</b>/<b>FIC<sup>●−</sup></b> (+2.64 V vs. SCE) and <b>FIC<sup>●+</sup></b>/<b>FIC*</b> (−2.41 V vs. SCE) offered by this photocatalyst are revealed. The chemical mechanisms that govern the radical chemistry are discussed by means of different techniques, including fluorescence-quenching experiments, UV-visible absorption and fluorescence spectroscopy, and cyclic voltammetry analysis.
ISSN:1420-3049