Chelation enforcing a dual gold configuration in the catalytic hydroxyphenoxylation of alkynes

The functionalization of alkynes by Au (N-heterocyclic carbene, NHC) complexes via the hydrophenoxylation reaction is a paradigm for the discussion between mono and dual metal catalysis. With the aim of mimicking the framework containing two gold units, achieved with molecular boxes, two NHC ligands...

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Detalles Bibliográficos
Autores: Escayola Gordils, Sílvia, Poater i Teixidor, Jordi, Ramos, Miguel, Luque Urrutia, Jesús Antonio, Duran i Carpintero, Josep, Simon i Rabasseda, Sílvia, Solà i Puig, Miquel, Cavallo, Luigi, Nolan, Steven P., Poater Teixidor, Albert
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2021
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:10256/19746
Acceso en línea:http://hdl.handle.net/10256/19746
Access Level:acceso abierto
Palabra clave:Alquins
Alkynes
Catalitzadors metàl·lics
Metal catalysts
Descripción
Sumario:The functionalization of alkynes by Au (N-heterocyclic carbene, NHC) complexes via the hydrophenoxylation reaction is a paradigm for the discussion between mono and dual metal catalysis. With the aim of mimicking the framework containing two gold units, achieved with molecular boxes, two NHC ligands were joined here with a chelated chain and this motif was examined in the hydrophenoxylation/hydroalkoxylation reactions through DFT calculations. This synthetic motif transforms the standard hydrophenoxylation intermolecular reaction from an inter- into an intra-molecular nucleophilic attack, when forming the C–O bond. Various chain lengths were tested with regard to the coordination of the alkyne to the cationic NHC-gold(I) center