Bifunctional derivatives of (Thia)calix[4]arenes with terminal double and triple bonds: Synthesis and azide-alkyne click reactions

Abstract

The synthesis of bifunctional derivatives of calix[4]arene and its thia-analogue containing double and triple bonds in 1,3-alternate and partial cone conformations was performed. The effect of tert-butyl groups at the upper rim of the macrocycle on the stereochemical result of the reaction is shown. Triple bonds of the synthesized bifunctional compounds readily undergo Cu(I)-catalyzed 1,3-dipolar cycloaddition reactions with azides. © ISUCT Publishing.