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Aqueous micellary systems formed by surfactant ionic liquids. Application in Diels-Alder reactions.
Claudia Della Rosa * 1 , Claudia G. Adam * 2
1  IQAL (UNL-CONICET), Laboratorio Fisicoquímica Orgánica, Facultad de Ingeniería Química, Universidad Nacional del Litoral
2  Universidad Nacional del Litoral. Santa Fe. Argentina


In the present work, our objective is to take advantage of the property presented by Ionic Liquids (ILs) based on 1-alkyl-3-methylimidazolium cations by having amphiphilic character when the alkyl group is a long hydrocarbon chain. These ILs can act as surfactants forming micelles in aqueous solution. In this sense, the micellar effect on a Diels-Alder reaction (DA) was analyzed taken as a reference. The reactive system studied consists of maleic anhydride and isoprene, variables such as diene:dienophile ratio and reaction temperatura among the most important were optimized. N, N-dodecylmethylimidazolium bromide was used at the critical micellar concentration (CMC) of 1 x 10-2 M.

These “new systems” microheterogeneous would allow, in addition to better solubilization of non-polar substrates, to adopt milder reaction conditions.

Keywords: ionic liquid; micelles; Diels-Alder