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Tetraaza The Cyclophane Cp <sub> 44 </ Sub> Modified, Molecular Recognition And Synthesis Of Nitrogen-containing Heterocyclic Ferrocene Sulfonamide Study

Posted on:2005-08-31Degree:MasterType:Thesis
Country:ChinaCandidate:A L ZhuFull Text:PDF
GTID:2191360125452249Subject:Organic Chemistry
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Tetraazaparacyclophane is a kind of important compound in cyclophane, and a kind of compound which can act as host in host-guest chemistry. As artificial enzymes, using hydrophobic cavities, they can capture different organic molecule to form the host-guest system, based the difference of the ring site , size and interaction. Azaparacyclophane play a significant role in the simulation of enzyme function in some organic reaction system to mimic the binding of substrates and catalyze the reaction, consequently control the reaction specially and increase the reaction velocity. By changing the ring site and size or modifying the cyclophane with the active unit, we can design the novel active center with coordinated inclusion and multirecognition to get the special host, which would form the supramolecular system with the guest and actualize the molecular recognition and the simulation of enzyme function. In the Part 1, the two bioactive units were introduced into l,6,20,25-tetraaza[6.1.6.1] paracyclophane(CP44) to get the four tetraazaparacyclophane derivatives with the bioactive units. The molecular recognition between the CP44 and the nitrogen heterocyclic compounds were researched through the MS and IR.The application of ferrocene and the derivatives have been attached the importance in many domains, especially in the field of medicine, biochemistry, fuel, catalyzer, In the Part 2, nine new nitrogen heterocyclic ferrocenesulfonyl amines were synthesized from ferrocenesulfonyl chloride and the nitrogen heterocycles (Indole, Morpholine, Imidazole, 1,2,3-Benzotriazole and Benzimidazole derivatives), which were confirmed by 1H NMR, IR and Elemental analysis.Under the microwave irradiation, there are many benefits for organic reaction, such as short reaction time, high yield, less waste residue, easy purification, less pollution, which have won wide attention. The Microwave Induced Organic Reaction Enhancement Chemistry is now found wide application and develops quickly. Now the microwave-induced organic reaction has been extended to more fields. In the Part 3, the rearrangement of aromatic amine sulfate was researched.Under the microwave irradiation, the three sulfonation products were obtained.
Keywords/Search Tags:1, 6, 20, 25-tetraaza[6.1.6.1] paracyclophan, nitrogen heterocycle, synthesis, molecular recognition, ferrocenesulfonyl chloride, microwave irradiation, aromatic amine sulfonation, rearrangement.
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