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...

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Detalles Bibliográficos
Autores: Díaz Jiménez, Àlex, Monreal Corona, Roger, Saha, Arijit, Álvarez Núñez, Andrea, Company Casadevall, Anna, Parella Coll, Teodor, Pérez, Pedro J., Caballero Bevia, Ana, Roglans i Ribas, Anna, Poater Teixidor, Albert, Pla i Quintana, Anna
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2026
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:10256/28262
Acceso en línea:http://hdl.handle.net/10256/28262
Access Level:acceso abierto
Palabra clave:Metàtesi (Química)
Metathesis (Chemistry)
Intermediaris (Química)
Intermediates (Chemistry)
Carbens
Carbenes (Methylene compounds)
Carboni -- Compostos
Carbon compounds
Hidrocarburs
Hydrocarbons
Plata
Silver
Descripción
Sumario: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