Characterization of a Silver Vinylcarbene Intermediate in Carbene−Alkyne Metathesis and Its Concerted C(sp2)−H Bond Insertion
Herein we present compelling evidence of the intervention of electrophilic silver vinylcarbenes in the carbene-alkyne metathesis (CAM) reaction, leading to a pivotal C(sp2)-H insertion process. The delicate equilibrium between the stability and reactivity of transient species is crucial for efficien...
| Autores: | , , , |
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| Tipo de documento: | artigo |
| Data de publicação: | 2025 |
| País: | España |
| Recursos: | Universidad de Huelva (UHU) |
| Repositório: | Arias Montano. Repositorio Institucional de la Universidad de Huelva |
| Idioma: | inglês |
| OAI Identifier: | oai:ariasmontano.uhu.es:10272/28056 |
| Acesso em linha: | https://hdl.handle.net/10272/28056 |
| Access Level: | Acceso aberto |
| Palavra-chave: | Carbene compounds Carbon Hydrocarbons Silver Substituents 2306 Química Orgánica 2306.15 Mecanismos de Reacción |
| Resumo: | Herein we present compelling evidence of the intervention of electrophilic silver vinylcarbenes in the carbene-alkyne metathesis (CAM) reaction, leading to a pivotal C(sp2)-H insertion process. The delicate equilibrium between the stability and reactivity of transient species is crucial for efficient detection. Through meticulous mechanistic exploration, we unveil that the mechanism for the C(sp2)-H insertion hinges on the substitution pattern. Indeed, it departs from the previously documented stepwise mechanism (involving Wheland intermediates), and it follows a concerted route, quite uncommon for this transformation. |
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