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Michael additions of methylene active compounds to chalcone in ionic liquids without any catalyst: the peculiar properties of ionic liquids
Authors:Meciarová Mária  Toma Stefan
Affiliation:Department of Organic Chemistry, Faculty of Natural Sciences, Comenius University, Mlynská dolina CH2, 842 15 Bratislava, Slovakia.
Abstract:Michael additions of malonodinitrile as well as several other reagents to chalcone have been found to proceed well in pure ionic liquids, without the addition of any catalyst. The catalytic effect of the residual acidity caused by hydrolysis of ionic liquids anions was excluded because HCl in dichloromethane did not catalyse the Michael addition of malonodinitrile. Piperidine was tested as the catalyst and was found to be a much better catalyst in ionic liquids than in dichloromethane. Therefore, the following question arose: what is the effect of ionic liquids on the dissociation constants of C? H acids?
Keywords:C?H activation  ionic liquids  methylene active compounds  Michael addition  organic synthesis
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