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The role of binding constants in the efficiency of chiral catalysts immobilized by electrostatic interactions: The case of azabis(oxazoline)-copper complexes

AuthorsFraile, José M. ; García, José I. ; Herrerías, Clara I. ; Mayoral, José A. ; Reiser, Oliver; Socuéllamos, Antonio; Werner, Heiko
Issue Date2004
CitationChemistry - A European Journal 10(12): 2997-3005 (2004)
AbstractAs shown by theoretical calculations, azabis(oxazoline)-copper complexes are considerably more stable than the analogous bis(oxazoline)-copper complexes. This enhanced stability allows them to be efficiently immobilized by means of electrostatic interactions to different anionic supports, such as clays and nafion-silica nanocomposites, without the loss of a ligand, as is observed for bis(oxazolines). As a result, enantioselectivities of around 90% ee are obtained in the cyclopropanation reaction between styrene and ethyl diazoacetate. Moreover, the solid catalyst is easily recoverable.
Identifiersdoi: 10.1002/chem.200305739
issn: 0947-6539
e-issn: 1521-3765
Appears in Collections:(ICMA) Artículos
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