New Amphiphilic Calix[4]Arene Derivatives with 4,5-Dicarboxytriazolyl Fragments: Synthesis and Use in Micellar Catalysis

Abstract

© 2019, Pleiades Publishing, Ltd. Abstract—: Amphiphilic calixarene derivatives with different lipophilicities and containing four 4,5-dicarboxytriazolyl fragments on the upper rim in a cone stereoisomeric form are obtained via azide-alkyne addition reaction. We showed that the amphiphilic macrocycles substituted with four octyl and tetradecyl groups on the lower rim form the monodisperse nanoaggregates in aqueous solutions. We found that the macrocycles possess fluorescence in the blue region. When concentration increases, there is a bathofloric shift of the emission maximum, which is due to aggregates. The resulting macrocycles were successfully used as a micellar medium for the Suzuki coupling reaction to show quantitative yields of iodine and bromoarenes in aqueous medium at room temperature.