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Selective Functionalization of Arene C(sp(2))–H Bonds by Gold Catalysis: The Role of Carbene Substituents

[Image: see text] The complete regioselective incorporation of carbene units to nonactivated arene rings has been achieved employing gold(I) catalysts bearing alkoxydiaminophosphine ligands, with readily available, nonelaborated ethyl 2-phenyldiazoacetate as the carbene source. These results are in...

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Detalles Bibliográficos
Autores principales: Pizarro, Juan Diego, Schmidtke, Inga L., Nova, Ainara, Fructos, Manuel R., Pérez, Pedro J.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9210454/
https://www.ncbi.nlm.nih.gov/pubmed/35756859
http://dx.doi.org/10.1021/acscatal.2c01713
Descripción
Sumario:[Image: see text] The complete regioselective incorporation of carbene units to nonactivated arene rings has been achieved employing gold(I) catalysts bearing alkoxydiaminophosphine ligands, with readily available, nonelaborated ethyl 2-phenyldiazoacetate as the carbene source. These results are in contrast with the scarce precedents which required highly elaborated diazo substrates. Density functional theory (DFT) calculations have revealed the important role of the R group in the C(R)CO(2)Et fragment, which dramatically affects the energy profile of this transformation.