学術雑誌論文

学術雑誌論文

text

Nature Communications. 2025, 16(1), p. 5682

Electrochemical cascade access to hetero[8]circulenes as potent organophotocatalysts for diverse C–X bond formations

Nature Research

英語

text

2025-07-01

https://doi.org/10.1038/s41467-025-60889-w

Gabr A.S., Salem M.S.H., Khalid M.I., et al. Electrochemical cascade access to hetero[8]circulenes as potent organophotocatalysts for diverse C–X bond formations. Nature Communications 16, 5682 (2025); https://doi.org/10.1038/s41467-025-60889-w.

The chemistry of hetero[8]circulenes has been limited to three main types, constrained by synthetic challenges in creating unsymmetrical variants. Herein, we introduce an electrochemical approach to a type of hetero[8]circulene, featuring five hexagons and three pentagons. Our method capitalizes on the sustainability and selectivity of electrochemistry, utilizing differential oxidation potentials to generate dioxaza[8]circulenes through selective intermolecular and intramolecular couplings under mild conditions, achieving yields of up to 83% with good functional group tolerance. We further refine this process into a one-pot protocol using commercially available substrates, forming six new bonds. Comprehensive structural, optical, and electrochemical characterizations, including X-ray crystallography, spectrophotometric analysis, and DFT calculations, are conducted. Inspired by their distinct structural and redox properties, we explore the application of dioxaza[8]circulenes as organophotocatalysts for diverse C–X (X = C, B, S, P) bond formation achieving up to 97% yields under LED light irradiation (365 nm) without transition metals.

This article is licensed under a Creative Commons Attribution 4.0 International License.

102916

Electrochemical cascade access to hetero[8]circulenes as potent organophotocatalysts for diverse C–X bond formations

Nature Research

英語

2025-07-01

Nature Communications

16

1

5682

https://doi.org/10.1038/s41467-025-60889-w

https://hdl.handle.net/11094/102916