Unveiling the complexity of the dual gold(I) catalyzed intermolecular hydroamination of alkynes leading to vinylazoles
The conversion of alkynes into functionalised alkenes catalyzed by Au(NHC) complexes (NHC = N-heterocyclic carbene) is a fundamental and atom-economical transformation yet its mechanistic understanding is limited. In order to shed light on such catalytic reaction mechanisms, computational tools are...
| Autores: | , , , , , |
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| Tipo de recurso: | artículo |
| Estado: | Versión publicada |
| Fecha de publicación: | 2022 |
| País: | España |
| Institución: | Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya) |
| Repositorio: | Recercat. Dipósit de la Recerca de Catalunya |
| OAI Identifier: | oai:recercat.cat:10256/20703 |
| Acceso en línea: | http://hdl.handle.net/10256/20703 |
| Access Level: | acceso abierto |
| Palabra clave: | Alquins Alkynes Funcional de densitat, Teoria del Density functionals Catalitzadors metàl·lics Metal catalysts Or Gold |
| Sumario: | The conversion of alkynes into functionalised alkenes catalyzed by Au(NHC) complexes (NHC = N-heterocyclic carbene) is a fundamental and atom-economical transformation yet its mechanistic understanding is limited. In order to shed light on such catalytic reaction mechanisms, computational tools are utilized to gain insights into the gold catalyzed intermolecular hydroamination of internal alkynes. The combination of alkynes and benzotriazole leads to vinylazoles via a solvent free, gold(I) mediated hydroamination. DFT permits an in-depth discussion of single versus dual metal catalysis in this transformation. The role of the triflate anion is studied, being essential for the protodeauration and it helped to clarify the rate determining step, that consists of the gold-tiazolyl nucleophilic attack to the gold-alkyne π-complex |
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