Synthesis And Application Of Molecular Probes Based On1,8-Naphthyridine And8-Hydroxyquinoline(Supported By The National Science Foundation)

In recent years, while molecular probes have advantages of instantaneousresponse, high sensitivity, convenient operation and low detection limit, a largenumber of molecular probes have been developed for various analytes. Derivatives of1,8-naphthyridine and8-hydroxyquinoline have some excellent properties, such asunique fluorescence properties, good metal coordinating ability and excellentbiocompatibility, which are of great potential application value in the fields ofmaterial science and life science. Therefore, fluorescent probe1and chemosensors3,4and5based on1,8-naphthyridine and8-hydroxyquinoline were designed andsynthesized in this thesis.A series of isomers were synthesized from2-amino-6-methylpyridine, twoisomers of which were developed as the dual-channel fluorescent probe toward Cd2+.BF2dissociates from the probe upon reaction with CdCl2, demonstrating a newapproach for sensing Cd2+.Previous reports of fluorescent sensors for alcohols are based on charge-transfercharacter of their excited states. To contrast, color changes based on absorptionproperties of the ground state are more suitable for direct observation with the nakedeye. Three sensitive and selective colorimetric sensors for C1C4alcohols have beendeveloped on the basis of alcohol-mediated ground-state intra-molecular protontransfer. Reverse proton transfer induced by water achieves a fully reversible reaction.In addition, the solvent color indicates alcohol concentration.