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Organic Molecules From The Volume And Supramolecular Self-assembly

Posted on:2005-09-13Degree:DoctorType:Dissertation
Country:ChinaCandidate:X Z WangFull Text:PDF
GTID:1111360125961045Subject:Chemical Engineering and Technology
Abstract/Summary:PDF Full Text Request
The dissertation focuses on the research of organic molecular self-coiling and supramolecular self-assembly. It consists on three parts.In the first part, five new model molecules have been designed and synthesized for investigating self-coiling behavior driven by hydrophobic-lipophilic interaction( HLI). Fluorescence studies reveal that the self-coiling tendency of organic molecular driven by HLI strongly depends on the length of the chain and the donor and acceptor moieties linked by methylene chains approach each other because of the self-coiling to induce the fluorescence quenching and form the intramolecular exciplex or radical-ion pairs. The results show that the compounds are good fluorescent probes for studying the self-coiling of the organic molecule driven by HLI.In the second part, we have developed two new useful quadruple hydrogen bonding assembling monomers based on Meijer's AADD quadruply hydrogen bonded motif and, for the first time, realized the selective rearrangement or secondary self-assembly of this kind of homodimers by introducing an additional donor-acceptor interaction. The new heterodimers assembled from this kind of rearrangement represents one new class of pseudo[2]rotaxanes with new unique structural feature. It has been revealed that the intermolecular hydrogen bonding and donor-acceptor interactions in these supramolecular systems can not only remarkably promote each other but also fully regulate each other in chloroform. The rearrangement, dissociation, and re-association processes of the newly assembled heterodimers displayed in this work may, to some extent, be regarded as new kinds of "supramolecular reactions". The results clearly demonstrate the great potential of the cooperative interactions of different non-covalent forces for assembling novel class of well-defined artificial supramolecular species.In the last part, we have developed a new strategy to utilize intramolecular H-bondsto drive the self-assembly of novel rigid and planar metallocyclophanes. The newgeneration of cyclophanes display great binding ability to monoaccharides anddisaccharides, and can selectively bind disaccharides over monosaccharides in chloroform.
Keywords/Search Tags:noncovalent interaction, self-coiling, self-assembly, metallocyclophane
PDF Full Text Request
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