Litcius/Paper detail

Graphitic Carbon Nitride as Photocatalyst for the Direct Formylation of Anilines

Giuseppe Sportelli, Gaia Grando, Manuela Bevilacqua, Giacomo Filippini, Michele Melchionna, Paolo Fornasiero

2023Chemistry - A European Journal15 citationsDOIOpen Access PDF

Abstract

Abstract The use of graphitic carbon nitride (g‐CN) for the photocatalytic radical formylation of anilines, which represents a more sustainable and attractive alternative to the currently used approaches, is reported herein. Our operationally simple method occurs under mild conditions, employing air as an oxidant. In particular, the chemistry is driven by the ability of g‐CN to reach an electronically excited state upon visible‐light absorption, which has a suitable potential energy to trigger the formation of reactive α‐amino radical species from anilines. Mechanistic investigations also proved the key role of the g‐CN to form reactive superoxide radicals from O 2 via single electron transfer. Importantly, this photocatalytic transformation provides a variety of functionalized formamides (15 examples, up to 89 % yield).

Topics & Concepts

FormylationGraphitic carbon nitrideFormamidesPhotocatalysisChemistryPhotochemistryRadicalCarbon nitrideElectron transferAbsorption (acoustics)Yield (engineering)Carbon fibersOrganic chemistryCatalysisMaterials scienceComposite numberMetallurgyComposite materialAdvanced Photocatalysis TechniquesRadical Photochemical ReactionsSulfur-Based Synthesis Techniques