Dynamic Supramolecular Chemistry: The Role of Hydrogen Bonding in Controlling the Selectivity of Diels-Alder Reactions in Room-Temperature Ionic Liquids

摘要

The Diels-Alder cycloaddition reaction between methyl acrylate and cyclopentadiene has been investigated in a number of air and moisture stable ionic liquids. The endo/exo ratio of the reaction has been used as a probe of the nature of the solvents. We have demonstrated that hydrogen bonding between the cation of the ionic liquid and the methyl acrylate is the principal interacting controlling the product selectivity.