Heck, Sonogashira, and Hiyama Reactions Catalyzed by Palladium Nanoparticles Stabilized by Tris-Imidazolium Salt

Palladium nanoparticles, prepared by the hydrogenation of Pd(dba)2 in the presence of a tris-imidazolium iodide as stabilizer, act as an efficient catalyst for Heck and copper-free Sonogashira reactions with a range of aryl iodides and bromides at 0.2 mol-% Pd loading. Moreover, we describe a conven...

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Detalles Bibliográficos
Autores: Planellas, Marc, Moglie, Yanina Fernanda, Alonso, Francisco, Yus, Miguel, Pleixats, Roser, Shafir, Alexandr
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2014
País:Argentina
Institución:Consejo Nacional de Investigaciones Científicas y Técnicas
Repositorio:CONICET Digital (CONICET)
Idioma:inglés
OAI Identifier:oai:ri.conicet.gov.ar:11336/30493
Acceso en línea:http://hdl.handle.net/11336/30493
Access Level:acceso abierto
Palabra clave:Heck Reactions
Sonogashira Reactions
Hiyama Reactions
Palladium Nanoparticles
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
Descripción
Sumario:Palladium nanoparticles, prepared by the hydrogenation of Pd(dba)2 in the presence of a tris-imidazolium iodide as stabilizer, act as an efficient catalyst for Heck and copper-free Sonogashira reactions with a range of aryl iodides and bromides at 0.2 mol-% Pd loading. Moreover, we describe a convenient protocol for the fluoride-free Hiyama coupling of vinylsilanes with aryl iodides that involves the use of sodium hydroxide as promoter in a methanol/water mixture. Under the developed conditions, one-pot, double Heck and Hiyama–Heck reactions are successfully achieved.