Bis(oxazoline)-copper complexes, immobilized by electrostatic interactions, as catalysts for enantioselective aziridination

Immobilization of chiral bis(oxazoline)-copper complexes by electrostatic interactions with anionic supports leads to recyclable catalysts for aziridination between styrene and (ptoluensulfonylimino)phenyliodinane as a nitrene precursor. Although the yields are good in all the cases, enantioselectiv...

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Bibliographic Details
Authors: Fraile, José M., García, José I., Lafuente, Gustavo, Mayoral, José A., Salvatella, Luis
Format: article
Status:Published version
Publication Date:2004
Country:España
Institution:Consejo Superior de Investigaciones Científicas (CSIC)
Repository:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/271183
Online Access:http://hdl.handle.net/10261/271183
Access Level:Open access
Keyword:Aziridines
Asymmetric catalysis
Immobilization
Description
Summary:Immobilization of chiral bis(oxazoline)-copper complexes by electrostatic interactions with anionic supports leads to recyclable catalysts for aziridination between styrene and (ptoluensulfonylimino)phenyliodinane as a nitrene precursor. Although the yields are good in all the cases, enantioselectivity depends on the nature of the chiral ligand. With a bis(oxazoline) bearing phenyl substituents, the enantioselectivity is always around 25% ee, as in solution. When the chiral ligand has tert-butyl groups, enantioselectivity is noticeably lower than that observed in homogeneous phase as a consequence of the presence of free copper on the solid.