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[60] Fullerene And Conjugated Diene Body Of The Diels-alder Cycloaddition Reaction

Posted on:2004-02-13Degree:MasterType:Thesis
Country:ChinaCandidate:L J WenFull Text:PDF
GTID:2191360092987808Subject:Organic Chemistry
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Bulkminsterfullerene (Ceo) has been one of the most brilliant star in the scientific fields with its family since it was found in 1985. C60 has three dimensional conjugated structure perfect symmetry and small recombination energy, which make it and its derivatives be full of unique properties and potential application in catalyst, super conduction, magnify, devices, bioactive and so on; C60 is a good electron acceptor, can make D-A molecular which is applied to photovoltaic devices designing; the unique spherical structure make C60 be of some properties of electron deficient polyolefin, among the many derivatives methods available,one of the most efficient organic functional method is Diels-Alder reaction.In this paper, 2,3-dibromomethyl-5,6-pyrazinedicarbonitrile was prepared from 2,3-dimethyl-5,6- pyrazinedicarbonitrile through radical bromination which is different from the references, the structure was identified by m. p., UV, MS, and 1H NMR. The 7-chloro-[l,2,3,4]-tetrahydrophenazine-[2,3]- fullerene C60 has been firstly prepared by the Diels-Alder reaction of C60 with 6-chloro-2,3-bis(bromomethyl)-quinoxaline, which was obtained by the condensation reaction of l,4-dibromo-2,3-butanedione with 4-chloro-l,2-phenylene-diamine.The structure of the compound was identified by UV, IR, MS, 'H NMR and 13C NMR. The optics property, the electron selebration and molecular structure of the compound also are researched in this paper.
Keywords/Search Tags:Fullerene (C60) derivatives,Diels-Alder reactions,Synthesis, 7-chloro-[l,2,3,4]-tetrahydrophenazine-[2,3]-fullerene, C60
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