Highly efficient palladium-catalyzed arsination. Synthesis of a biphenyl arsine ligand and its application to obtain perfluoroalkylarsines

An efficient one-pot, two-step Pd-catalyzed arsination with n-Bu 3SnAsPh2 (1) and sterically hindered aryl iodides (ArI) with different functional groups is reported. The cross-coupling reactions of this stannane with ArI afforded the functionalized triarylarsines in very good isolated yields (71-88...

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Detalles Bibliográficos
Autores: Uberman, Paula Marina, Lanteri, Mario Nicolas, Martín, Sandra Elizabeth
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2009
País:Argentina
Institución:Consejo Nacional de Investigaciones Científicas y Técnicas
Repositorio:CONICET Digital (CONICET)
Idioma:inglés
OAI Identifier:oai:ri.conicet.gov.ar:11336/114039
Acceso en línea:http://hdl.handle.net/11336/114039
Access Level:acceso abierto
Palabra clave:Arsination
Arsine Ligands
Palladium
Organoheteroatom Stannanes
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
Descripción
Sumario:An efficient one-pot, two-step Pd-catalyzed arsination with n-Bu 3SnAsPh2 (1) and sterically hindered aryl iodides (ArI) with different functional groups is reported. The cross-coupling reactions of this stannane with ArI afforded the functionalized triarylarsines in very good isolated yields (71-88%). By using this methodology, a biphenyl arsine ligand, AsPh2(bph), was achieved and its use as ligand in the Pd-catalyzed arsination with RfI to obtain perfluoroalkylarsines is also reported. In this reaction, the activity of a variety of phosphine and arsine ligands was investigated. The new biphenyl arsine ligand AsPh2(bph) proved to be the best one for the arsination reaction with RfI.