Díaz Jiménez, ÀlexPérez Romero, Pedro JoséCaballero Bevia, AnaPla Quintana, Anna2026-03-092026-03-092025Díaz-Jiménez, À., Monreal-Corona, R., Saha, A., Álvarez-Núñez, A., Company, A., Parella, T., Pérez, P. J., Caballero, A., Roglans, A., Poater, A., & Pla-Quintana, A. (2026). Characterization of a Silver Vinylcarbene Intermediate in Carbene–Alkyne Metathesis and Its Concerted C(sp2)–H Bond Insertion. Journal of the American Chemical Society, 148(3), 3689–3696. https://doi.org/10.1021/jacs.5c198060002-78631520-5126 (electrónico)https://hdl.handle.net/10272/28056Herein 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.engAttribution 4.0 Internationalhttp://creativecommons.org/licenses/by/4.0/Carbene compoundsCarbonHydrocarbonsSilverSubstituentsjournal article10.1021/jacs.5c19806open access2306 Química Orgánica2306.15 Mecanismos de Reacción