Non-covalent immobilization of chiral copper complexes on Al-MCM41: Effect of the nature of the ligand

Cu-Al-MCM41, prepared by deposition of copper(II) triflate with incipient wetness impregnation and thermal treatment under air flow, can be modified with different chiral ligands of the bis(oxazoline) family. The efficiency of the supported chiral catalysts in the enantioselective cyclopropanation o...

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Detalles Bibliográficos
Autores: Feldman, Robert A., Fraile, José M.
Tipo de recurso: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2016
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/154923
Acceso en línea:http://hdl.handle.net/10261/154923
Access Level:acceso abierto
Palabra clave:Copper
Immobilized catalysts
Mesoporous materials
Bis(oxazolines)
Cyclopropanation
Asymmetric catalysis
Descripción
Sumario:Cu-Al-MCM41, prepared by deposition of copper(II) triflate with incipient wetness impregnation and thermal treatment under air flow, can be modified with different chiral ligands of the bis(oxazoline) family. The efficiency of the supported chiral catalysts in the enantioselective cyclopropanation of styrenes with ethyl diazoacetate depends on the nature of the ligand. The azabis(oxazolines) perform much better than the bis(oxazolines) and give stable catalysts that can be used for at least five consecutive runs, with productivities that can reach values close to 1000 molecules of cyclopropane per copper site. The best enantioselectivities obtained with these catalysts are in the range of 60-70% ee in the reaction at 90 °C.