Synergistic Action of Ascorbic Acid and Readily Accessible NHC^N Ligands for the Oxidation of Gold(I) With Electron‐Rich Aryldiazonium Salts

The synergistic action of ascorbic acid and NHC^N ligands enables the challenging oxidation of Au(I) with electron-rich aryldiazonium salts in the absence of a cocatalyst and/or irradiation. EPR, NMR, and x-ray analyses reveal the reaction to be triggered by a radical pathway facilitated by the ligand-assisted stabilization of the Au(III) center. The utility of this synergistic effect was demonstrated in a catalytic arylative carbocyclization, providing access to a 3,4-diaryl-2H-chromene containing two electron-rich aryl groups, a substitution pattern inaccessible by previous protocols.

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Publication Details

Journal
Chemistry - A European Journal
Published
2026-06-08
DOI
https://doi.org/10.1002/chem.71247
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

Synergistic Action of Ascorbic Acid and Readily Accessible NHC^N Ligands for the Oxidation of Gold(I) With Electron‐Rich Aryldiazonium Salts

Diego Dusso, Virginia Gómez‐Vidales, Rubén A. Toscano, Simón Hernández‐Ortega et al.
Chemistry - A European Journal
Catalytic C–H Functionalization Methods
article

Synergistic Action of Ascorbic Acid and Readily Accessible NHC^N Ligands for the Oxidation of Gold(I) With Electron‐Rich Aryldiazonium Salts

Diego Dusso, Virginia Gómez‐Vidales, Rubén A. Toscano, Simón Hernández‐Ortega, Saúl Soto‐Zúñiga, Paula G. Cárdenas‐Cárdenas, Susana Porcel‐García, Osvaldo F. López‐Saladino
article en

Abstract

The synergistic action of ascorbic acid and NHC^N ligands enables the challenging oxidation of Au(I) with electron-rich aryldiazonium salts in the absence of a cocatalyst and/or irradiation. EPR, NMR, and x-ray analyses reveal the reaction to be triggered by a radical pathway facilitated by the ligand-assisted stabilization of the Au(III) center. The utility of this synergistic effect was demonstrated in a catalytic arylative carbocyclization, providing access to a 3,4-diaryl-2H-chromene containing two electron-rich aryl groups, a substitution pattern inaccessible by previous protocols.

Chemistry - A European Journal
Universidad Autónoma de la Ciudad de México (MX), Universidad Nacional Autónoma de México (MX)
Clean water and sanitation
Openalex Percentile: Top 12%
Catalytic C–H Functionalization Methods
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