The Synthesis Of Adenine Modified Pillar[5]Arene And Its Function Research

Pillararenes are a new family of macrocylic hosts. Since the first report in 2008, they have been emerging as powerful macrocyclic hosts, complementing crown ethers, cyclodextrins, calixarenes, and cucurbiturils. Pillararenes have been widely used as building blocks in the construction of various supramolecular systems, including supramolecular polymers, molecularmachines, artificial transmembrane channels, chemosensors, functional vesicles and nanoparticles.In the present paper, adenine functioned pillar[5]arene and uracil acyclic nucleosides were synthesized. The binding behaviors were investigated through NMR titration and Two Dimensional NMR. X-ray crystallographic analysis showd that the oriented [2]pseudorotaxane was constructed by pillar[5]arene with adenine substituents and uracil acyclic nucleoside. Noncovalent interactions between base groups are responsible for the unidirectional threading process. The hydrogen bonds and C···O noncovalent interaction between base groups induces the [2]pseudorotaxane to form four components [c2]daisy chain. The C-H···π interactions and C-H···O interactions help to stabilize the [c2]daisy chain. As far as we know, it is the first report about four-component [c2] daisy chain constructed by pillararene.