N-hexylpyridinium bis(trifluoromethylsulfonyl)imide and Lewis acids - Catalytic systems for Diels-Alder reaction

Abstract

A comparative study of the Diels-Alder reactions between cyclopentadiene (1) and dienophiles (2 a - c) in N-hexylpyridinium bis(trifluoromethylsulfonyl) imide in a temperature range of 20-45°C is reported. The reaction rate constants and activation energies were calculated. Moreover, the catalytic systems based on N-hexylpyridinium bis(trifluoromethylsulfonyl)imide and Lewis acids were tested as a reaction media to perform the Diels-Alder reaction. Yb, Y, Mg, Zn triflates and chlorides (0.005 to 0.1 mmol) were used as catalysts. The recycling of catalytic system consisted of YCI3 and ionic liquid was performed. © Versita Sp. z o.o.