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Synthesis And Performance Research On Light Driven Supramolecular Complex

Posted on:2014-02-22Degree:DoctorType:Dissertation
Country:ChinaCandidate:C GaoFull Text:PDF
GTID:1221330395478113Subject:Applied Chemistry
Abstract/Summary:PDF Full Text Request
Supramolecular chemistry, defined by J. M. Lehn as doing chemistry beyond the molecule, has enabled a new approach for the design of systems for a wide range of applications such as information storage, electrochemical imaging, chemosensing etc. For these reasons, since the initiation of its concepts, the supramolecular approach has been an active area of research and has lead to a multitude of elegant systems. Furthermore, the synthesis and the study of interlocked structures (catenanes and rotaxanes) has become an unavoidable topic within the field of supramolecular chemistry. One of the most popular approaches for their synthesis is based on host-guest interactions. Indeed, in this field, host-guest chemistry, where the predominant binding mode is based on weak interactions (non covalent bonds), has attracted much interest. Cucurbituril is one of the most attractive hosts, consisting of several glycoluril repeat units, and can associate with many amine derivatives as guest with high association constants.Our research focused on constructing a functional supramolecular complex based on cucurbiturils and typical viologen and azobenzene derivatives. A brief summary of each chapter is given below:In chapter1, the basic development of supramolecular chemistry was reported and some well known hosts and guests were introduced, and their fundamental research technologies outlined.In chapter2, a series of new chiral switchable molecules based on a binaphthol moiety and viologen moiety were designed and synthesized. The tweezer-like compounds can self-assemble with one or two equivalents of CB[8] and CB[7], which was a driving force for the twisting of the molecule and induction of the chiral variation. This novel chiral molecular switches based on supramolecular self-assembly behaviour creates a new view for constructing the significant chiral logic gate system.In chapter3, a simple compound containing viologen and azobenzene units was designed and synthesized. This photoactive compound can associate with one or two equivalents of CB[7] before and after photoirradiation. The isomerization behavior indeed influenced the stoichiometry of the complexation and a kinetics study was explored to indicate the impact from steric and electrostatic effects during the complexation process, which provides the theoretical fundamental to elaborate the assembling behviour of supramolecular system.In chapter4, a contractible [1]rotaxane based on cyclodextrin and azobenzene units was designed and synthesized. According to the Harata, Kajtar and Nau’s rule, the spatial position between B-cyclodextrin and azobenzene, Schiff base units was analyzed to explain the ICD signal variation. This research accumulated more powerful evidence for studying the induced circular dichroism imformation in host guest system.In chapter5, the conclusion was given.
Keywords/Search Tags:cucurbituril, host-guest interaction, pseudorotaxane, supramolecular chemistry, viologen
PDF Full Text Request
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