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Ligand-Assisted Gold-Catalyzed Cross-Coupling with Aryldiazonium Salts: Redox Gold Catalysis without an External Oxidant. | LitMetric

AI Article Synopsis

  • Gold-catalyzed cross-coupling reactions using aryldiazonium salts can effectively form C(sp)-C(sp(2)) and C(sp(2))-C(sp(2)) bonds.
  • The presence of bpy ligand facilitates the oxidation of gold(I) to gold(III) by the diazonium compound without needing additional oxidants.
  • NMR and ESI-MS analyses revealed that nitrogen extrusion and subsequent Au(III) reductive elimination are critical steps in the reaction mechanism.

Article Abstract

Gold-catalyzed C(sp)-C(sp(2)) and C(sp(2))-C(sp(2)) cross-coupling reactions are accomplished with aryldiazonium salts as the coupling partner. With the assistance of bpy ligand, gold(I) species were oxidized to gold(III) by diazonium without any external oxidants. Monitoring the reaction with NMR and ESI-MS provided strong evidence for the nitrogen extrusion followed by Au(III) reductive elimination as the key step.

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Source
http://dx.doi.org/10.1002/anie.201503546DOI Listing

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