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Studies On A Novel Type Of Fluorescent Compounds And Microwave-Assisted Multicomponent Reactions

Posted on:2007-07-13Degree:MasterType:Thesis
Country:ChinaCandidate:C X DaFull Text:PDF
GTID:2121360182986910Subject:Organic Chemistry
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This thesis includes two parts: (1) Three new type fluorescent compounds were synthesized and their fluorescent properties were investigated. (2) A rapid and facile synthesis of N-substituted 2,3,3a,4,7,7a-hexahydroisoindole-1,3-dione derivatives via microwave-promoted Beller's three-component domino reaction was developed. The research results are summarized as follows:1. Three new donor-acceptor-donor-acceptor type fluorescent compounds were synthesized. The structures of these compounds were confirmed by 1H NMR,13C NMR, IR and MS analyses. Their photoluminescence properties were studied. All these D-A-D-A compounds can emit strong blue-green fluorescence in solution. Fluorescence quantum yields of the three compounds were 0.41, 0.88 and 1. The emission band of one compound has been greatly red-shifted when enhancing the polarity of solution.2. A rapid and efficient synthesis of 2,3,3a,4,7,7a-hexahydroisoindole-1,3-dione derivatives was developed with a microwave promoted Beller three-component reaction of α,β-unsaturated aldehydes, amides and maleimides. As compared with the Beller method, the most attractive features of the present modification can include the short reaction time (8 min) and good to excellent yields of 80% 95%. Via this one-pot procedure, a number of new compounds were synthesized from commercially available starting materials.
Keywords/Search Tags:D-A-D-A compounds, Photoluminescence, Multicomponent Reaction, Fluorescence, Microwave-Assisted, 2,3,3a,4,7,7a-hexahydroisoindole-1,3-dione
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