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dc.contributor.authorCastillo, María R.-
dc.contributor.authorFousse, Leslie-
dc.contributor.authorFraile, José M.-
dc.contributor.authorGarcía, José I.-
dc.contributor.authorMayoral, José A.-
dc.identifier.citationChemistry - A European Journal 13(1): 287-291 (2006)en_US
dc.description5 pages, 3 figures, 3 tables, 2 scheme.en_US
dc.description.abstractSupported ionic-liquid films (SILF) of nanometric thickness containing bis(oxazoline)-copper complexes can be used as recoverable catalysts for enantioselective cyclopropanation reactions. When a thin film of ionic liquid is supported on a clay, the system behaves as a nearly two-dimensional nanoreactor in which the restrictions in rotational mobility and the close proximity to the surface support produce variations in the stereo- and enantioselectivities, leading to a complete reversal of the overall selectivity of the reaction. As an example, the cyclopropanation of styrene changes from a preference for the (1S,2S)-trans isomer in bulk solution to the (1R,2S)-cis isomer in the SILF. This variation is strongly dependent on both the thickness of the film and the nature of the support. Only layered solids with negative charges in the layers (clays) give rise to this type of behaviour, showing that the formation of ion pairs may be a decisive factor. This unexpected effect also shows the existence of differences between bulk and supported ionic liquids.en_US
dc.description.sponsorshipThis work was made possible by the generous financial support of the CICYT(pro ject CTQ2005-08016 and CSD2006-0003). M.R.C. is indebted to DGA for a grant.en_US
dc.format.extent13824 bytes-
dc.subjectAsymmetric catalysisen_US
dc.subjectIonic liquidsen_US
dc.subjectSurface effectsen_US
dc.titleSupported Ionic-Liquid Films (SILF) as Two-Dimensional Nanoreactors for Enantioselective Reactions: Surface-Mediated Selectivity Modulation (SMSM)en_US
dc.description.peerreviewedPeer revieweden_US
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