From Pillar[n]arene Scaffolds for the Preparation of Nanomaterials to Pillararene-containing Rotaxanes
Pillar[n]arenes are a new class of macrocycles that are efficiently prepared from readily available building blocks. In this particular field, our research teams became interested in the use of a pillararene core as a compact scaffold for the synthesis of nanomaterials with a controlled distribution of functional groups on both rims of the macrocyclic framework. Such compounds have found applications in biology as multivalent ligands for specific lectines or as polycationic compounds for gene delivery. Liquid-crystalline derivatives have been prepared by grafting mesogenic subunits on the pillararene core. On the other hand, we also became interested in the preparation of pillararene-containing rotaxanes. In particular, we have shown that pillar arene-based rotaxanes can be obtained from the reaction of amine stoppers with pseudo-rotaxanes resulting from the association of a pillararene derivative with a diacyl chloride reagent. Finally, amphiphilic rotaxanes have been prepared and incorporated in thin ordered films at the air water interface.