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

Rong Cai, Mei Lu, Ellen Y. Aguilera, Yumeng Xi, Novruz G. Akhmedov, Jeffrey L. Petersen, Hao Chen, Xiaodong Shi

Research output: Contribution to journalArticlepeer-review

95 Scopus citations

Abstract

Gold-catalyzed C(sp)-C(sp2) and C(sp2)-C(sp2) 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 AuIII reductive elimination as the key step.

Original languageEnglish (US)
Pages (from-to)8772-8776
Number of pages5
JournalAngewandte Chemie - International Edition
Volume54
Issue number30
DOIs
StatePublished - Jul 20 2015
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

Keywords

  • aryldiazonium salt
  • cross-coupling
  • gold
  • redox catalysis

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