Au(i )/Au(iii )-Catalyzed C–N coupling
| Autor: | Didier Bourissou, Nicolas Adet, Jéssica Rodríguez, Nathalie Saffon-Merceron |
|---|---|
| Rok vydání: | 2020 |
| Předmět: |
010405 organic chemistry
Aryl Metals and Alloys Redox cycle General Chemistry 010402 general chemistry 01 natural sciences Oxidative addition Medicinal chemistry Catalysis Reductive elimination 3. Good health 0104 chemical sciences Surfaces Coatings and Films Electronic Optical and Magnetic Materials Coupling (electronics) chemistry.chemical_compound Transmetalation chemistry Materials Chemistry Ceramics and Composites |
| Zdroj: | Chemical Communications. 56:94-97 |
| ISSN: | 1364-548X 1359-7345 |
| DOI: | 10.1039/c9cc07666b |
| Popis: | Cycling between Au(i) and Au(iii) is challenging, so gold-catalyzed cross-couplings are rare. The (MeDalphos)AuCl complex, which we showed was prone to undergo oxidative addition, is reported here to efficiently catalyze the C-N coupling of aryl iodides and amines. The transformation does not require an external oxidant or a directing group. It is robust and works with a wide scope of aryl iodides and N-nucleophiles under mild conditions. Mechanistic studies, including the NMR and MS characterization of a key aryl amido Au(iii) complex, strongly support a 2e redox cycle in which oxidative addition precedes transmetalation and reductive elimination is the rate-determining step. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|