between the acid and base sites, the spatial orientation of the organocatalyst is also key to achieve high activity and selectivity in the Claysen-Schmidt condensation.Mechanistic studies based on theoretical DFT calculations show that the acid-base bifunctional organocatalyst follows a mechanism inspired in natural aldolases for the synthesis of trans-chalcones, being able to produce a large variety of these compounds of industrial interest. The combination of the acid-base pairs within the proper 2 geometry and the ionic liquid nature, makes this catalyst active, selective and recyclable.