Silica-Immobilized NHC-Gold(I) Complexes: Versatile Catalysts for the Functionalization of Alkynes under Batch and Continuous Flow Conditions

Immobilized sterically demanding NHC-Au(I) complexes silica-[(IPrR)Au]Cl and silica-[(IAdPrR)Au]Cl are synthesized and characterized. These complexes are suitable catalysts in typical homogeneous Au(I)-catalyzed alkyne reactions such as hydration, hydroamination, hydroarylation, or cycloisomerizatio...

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Detalles Bibliográficos
Autores: Sarmiento, Jeymy T., Suarez Pantiga, Samuel, Olmos, Andrea, Varea, Teresa, Asensio, Gregorio
Tipo de recurso: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2017
País:España
Institución:Universidad de Burgos (UBU)
Repositorio:Repositorio Institucional de la Universidad de Burgos (RIUBU)
OAI Identifier:oai:riubu.ubu.es:10259/8647
Acceso en línea:http://hdl.handle.net/10259/8647
Access Level:acceso abierto
Palabra clave:Gold catalysis
Immobilized catalyst
Flow chemistry
Alkyne
NHC ligand
Química orgánica
Chemistry, Organic
Descripción
Sumario:Immobilized sterically demanding NHC-Au(I) complexes silica-[(IPrR)Au]Cl and silica-[(IAdPrR)Au]Cl are synthesized and characterized. These complexes are suitable catalysts in typical homogeneous Au(I)-catalyzed alkyne reactions such as hydration, hydroamination, hydroarylation, or cycloisomerization. The results obtained with the immobilized catalysts in reactions in batch are comparable to those obtained with their homogeneous counterparts with the advantage of easily recovered and recycled in successive reactions. Their catalytic activity decreases when reused in batch reactions, probably because of crushing that is associated with magnetic stirring. In contrast, these immobilized catalysts are very effective when used under continuous flow conditions in which the same cartridge can be used to catalyze different types of reaction successively for a long period without any noticeable loss of activity.