Design, Synthesis And Studies On Their Properties Of New Fluorescent Kl?rner Moleculer Clips

With the development of supramolecular chemistry, molecular recognition in chemistry, biology, informatics, and materials science plays a more and more important role. In order to make the information contained in molecular recognition simple and effective to the outside, the clever design of molecular devices of optical signal to express this kind of information is essential. These molecules are known as fluorescent chemical sensors. Fluorescent sensors can transfer information of molecular recognition into fluorescent signals, and based on the mechanism design, preparation of various subject fluorescent sensors is also an important aspect of chemical sensor research. Adopting the double function integration strategy, we make use of the rigid molecular Klarner host, then introduced alkynyl fluorescence chromophore, designed and synthesized of a series of novel Klarner fluorescence clips; and studied the recognition and sensing properties for a variety of neutral molecules and metal cation. In addition, by chance we discovery a double pyrazine pentamer clamp molecules and studied its’ recognition performance. The main contents are shown as follows:1. We reviewed the progress of host moleculers which can identify neutral fluorescent molecular, the development prospect of this kind of molecule clip was discussed, and thus puts forward the design idea based on the above review.2. Sonogashira coupling reaction is used to introduce the aromatic acetylene into the 2-methylene rigid Klarner host molecule, designed, synthesized of four new fluorescent molecular clips, the X-ray single crystal of the representative compound diffraction further confirmed the structure. The study of the optical properties of the fluorescence molecular clips results show that the fluorescence moleculars are sensitive to Fe3+, two of the molecules Ⅱ and Ⅲ also showed high selectivity to Hg2+. In addition, this kind of fluorescent molecules also showed high selectivity response for two neutral aromatic benzene guests:2,4-Dinitrophenol and 1,2,4,5-Tetracyanobenzene. In the end we speculated the fluorescent recognition mechanism.3. We confirmed a surprising "saddle type" pyrazine octatomic ring molecular structure by X-ray single crystal diffraction. Identifing performance study found the molecule clip showed high selective recognition performance for two neutral aromatic guests:p-Nitroaniline and 7,7,8,8-Tetracyanoquinodimethane (TCNQ), is a promising molecular host.