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Design, Synthesis And Properties Of Several Optical And Redox Active Receptors

Posted on:2011-08-07Degree:MasterType:Thesis
Country:ChinaCandidate:A L GuoFull Text:PDF
GTID:2121360302991778Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
Investigation on optical- and electrochemical recognition is an area of increasing interest. It is of great significance to both supramolecular chemistry and materials science. The optical- and redox-active receptors are widespreadly useful in many fields such as ion transport, molecular switches, chemical molecular devices and chemical sensors. Therefore, a study on synthesis, characterization and properties of several optical- and redox-active receptors containing ferrocenyl and 8-oxyquinolinyl units was carried out. The main results are as follows:Firstly, recent research progress of optical- and redox-active receptors, involving molecular design, synthesis and their applications in supramolecular recognition and sensing properties, was briefly reviewed.Secondly, six new quinoline derivatives were successfully synthesized. Their structures were fully characterized by elemental analysis, IR, 1H NMR, 13C NMR and MS. In addition, single crystal structure of a quinoline derivative was determined by X-ray technology.Next, four novel diversely substituted 1,2,3-triazole bridged receptors R1-R4 possessing ferrocenyl and quinolyl probes were synthesized in excellent yields via click, esterification and amidation reactions.Finally, the recognition and sensing properties of these new receptors were investigated by the cyclic voltammetry, UV-Vis techniques, fluorescence titration and 1H NMR titration techniques. It was found that 1,2,3-triazole-linked ferrocene receptor R1 shows a high selectivity for sensing of Zn2+ ions, while R2-R4 displays excellent recognition function towards La3+,Eu3+,Tb3+ and Cu2+ ions.
Keywords/Search Tags:8-hydroxyquinoline, ferrocene, optical- and redox-active receptor, electrochemical recognition, fluorescent sensing, ~1H NMR titration
PDF Full Text Request
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