Zeolites catalyze the halogen exchange reaction of alkyl halides

Simple aluminosilicates, including NaX and NaY zeolites, catalyze the selective halogen exchange reaction between two different alkyl organohalides, either in batch or in flow, without any additive or solvent, by simply heating at 130 °C and with <5 wt% of solid catalyst. The reaction protocol to...

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Detalhes bibliográficos
Autores: Mingueza-Verdejo, Paloma, Hernández-Garrido, Juan Carlos, Vidal-Moya, Alejandro, Oliver Meseguer, Judit, Leyva, Antonio
Formato: artículo
Estado:Versión publicada
Fecha de publicación:2023
País:España
Recursos:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/311383
Acesso em linha:http://hdl.handle.net/10261/311383
Access Level:acceso abierto
Descrição
Resumo:Simple aluminosilicates, including NaX and NaY zeolites, catalyze the selective halogen exchange reaction between two different alkyl organohalides, either in batch or in flow, without any additive or solvent, by simply heating at 130 °C and with <5 wt% of solid catalyst. The reaction protocol tolerates different functional groups and gives two new organohalides in good yields. Mechanistic studies unveil the key role of the zeolite oxygen atoms and countercations, to trigger the heterolytic scission of the R–X bond and generate intermediate alkoxy and halide species, respectively, which recombine within the zeolite framework. These results open a new way to synthesize organohalides with simple solid catalysts and expand the use of aluminosilicates in organic synthesis.