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 ?-amino radical species from anilines. Mechanistic investigations also proved the key role of the g-CN to form reactive superoxide radicals from O2 via single electron transfer. Importantly, this photocatalytic transformation provides a variety of functionalized formamides (15 examples, up to 89 % yield).

Graphitic Carbon Nitride as Photocatalyst for the Direct Formylation of Anilines

Manuela Bevilacqua;Paolo Fornasiero
2023

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 ?-amino radical species from anilines. Mechanistic investigations also proved the key role of the g-CN to form reactive superoxide radicals from O2 via single electron transfer. Importantly, this photocatalytic transformation provides a variety of functionalized formamides (15 examples, up to 89 % yield).
2023
Istituto di Chimica dei Composti OrganoMetallici - ICCOM -
Inglese
29
55
e202301718
e202301718
7
https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/chem.202301718
Esperti anonimi
aniline; carbon nitrides; formylation reactions; heterogeneous catalysis; photooxidation
No
6
info:eu-repo/semantics/article
262
Sportelli, Giuseppe; Grando, Gaia; Bevilacqua, Manuela; Filippini, Giacomo; Melchionna, Michele; Fornasiero, Paolo
01 Contributo su Rivista::01.01 Articolo in rivista
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.14243/461186
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