Synthesis, Characterization And Recognition Properties Of Calix[4]arene-Based Optical And Redox Active Receptors

The investigation on both photochemical sensing and electrochemical recognition is an area of increasing interest. It is great important to both supramolecular chemistry and materials science. The photo- and redox-active receptors are widespread applied in many fields such as ion transport, molecular switches, chemical molecular devices and chemical sensors. Therefore, a study on design, synthesis and recognition properties of calixarene based photo- and redox-active receptors containing ferrocene or quinoline units was carried out. The main results are as follows:1.The recent development of calixarene based photo- and redox-active receptors, including molecular design, synthesis, and their applications in supramolecular recognition and sensing properties, was briefly reviewed.2.A total of 11 new calix[4]arene derivatives were synthesized. Their structures were fully characterized by elemental analysis, IR, ¹H NMR, ¹³C NMR and MS.3.Four novel calix[4]arene based 1, 2, 3-triazole-bridgrd ferrocene receptors were synthesized in excellent yields via copper(I)-catalyzed azide-alkyne cycloaddition. Their recognition properties towards both cations and anions were investigated by CV and UV methods. It was found that these receptors exhibit a high selectivity for electrochemical sensing of H₂PO₄^-, Eu³⁺and Co²⁺ ions.4.The first examples of calix[4]arene based 1,2, 3-triazole-linked quinoline receptors were prepared in good yields by click reaction. Their recognition behaviors towards anion and cation species were studied by UV and fluorescence titration techniques. These receptors show a good selectivity for fluorescent sensing of Zn²⁺ and Eu³⁺ ions.