Study On The Synthesis Of Coumarin Derivatives And Their Intertaction With Cucurbit[n](n=7,8)urils

Since professor Lehn, one of the Nobel Prize winner in chemistry, put forward the concept of supramolecule for the first time, supramolecular chemistry has made remarkable achievements, especially in the fields of molecular recognition and molecular self-assembly. Cucurbit[n]urils (n=5~8,10) are pumpkin shape macrocycles, which are composed of glycoluril units linked by two methylene bridges. Cucurbit[n]urils have unique difined hydrophobic internal cavity and narrower electronrgative carbonyl ports on both top and bottom. Unique structure and characteristics provide favorable conditions for its highly and remarkale selectivity. In rescent years, cucurbit[n]urils have become a particular research hot in the field of supramolecular chemistry. Moreover, breakingthrough progress has been made in the field of supramolecular self-assembly, molecular catalysis, molecular materials and drug release and delivery material. All in all, researchs and developments about cucurbit[n]urils(n=5~8,10) are still promising and valubal in the21century.Coumarin compounds are series of heterocyclic derivatives, which are derived from benzo-α-pyrones. Coumarin derivatives are widely distributed in nature plants, especially in rutaceae and umbrelliferae plants. What is more, these derivatives are easy to be synthesised and modified in organic chemistry. Comarin compounds not only have excellent optical properties, especially fluorescence properties, but also have outstanding biological activity. Distinctive features attract the attention of a lot of scholars at home and abroad. Coumarin compounds, which have good luorescence properties, have got rich research achievements in the fluorescent probes.We designed and synthesised eight coumarin compounds, and investigated preliminary their recognization of metal ions. We also study the interaction between these compounds and cucurbit[n]uril(n=7,8), and some of these compounds were further explored. Spectroscopic techniques such as1H NMR, ESI-MS, UV-Vis and fluorescence spectroscopies were used to investigate the interaction between CB[n](n=7,8) and guest molecules [XDS-3CMV] and [XDS-6CMV]. The results reveal that each of the two guest binds with cucurbit[n](n=7,8)uril to form stable inclusion complexes. The length of the alkyl chain of the guests and the size of cucurbit[n](n=7,8)uril can affect the binding models of the inclusion complexes. The coumarin-based fluorescent probes XDS-3B is easy to be synthesized, and have good water solubility. It is sensitively selectivity recognition of Al3+ion, and can be used as potential aluminium ion flurescent probe. XDS-3C can recognize Cu2+successfully, and the performance is less susceptible to the interference of other metal ions. Moreover, XDS-3C can binds with CB[8]. So we can futher investigate XDS-3C together with CB[8] to compose new nanoparticles.We also investigated the interaction between malic almotriptan and CB[7] and CB[8] with1H NMR and UV-Vis spectroscopic techniques. The results reveal that CB[8] can bind with almotriptan to form stable complexs, and the constant is2.05(±0.28)×103L/mol. So CB[8] has the potential to be drug sustained-release agents for matic almotriptan.