Journal
JOURNAL OF THE CHINESE CHEMICAL SOCIETY
Volume 59, Issue 11, Pages 1439-1445Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/jccs.201200010
Keywords
Coumarin-based Mannich base dyes; Conformation; Structure; Photoinduced Electron Transfer; Relative quantum yield; Synthesis
Categories
Funding
- National Natural Science Foundation of China [21072158, 20802056]
- Special Foundation of the Education Committee of Shaanxi Province [12JK0580]
- Northwest University Graduate Cross-discipline Funds [10YJC12]
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Twelve novel coumarin-based Mannich base dyes have been synthesized via introducing functional aminomethyl group at the 8 position of coumarin ring by Mannich reaction and their chemical structures were confirmed by IR, H-1 NMR, MS and elemental analysis. Moreover, the fluorescence intensities and relative quantum yields of all the dyes were measured and studied. The results illustrated that the heavy atom effect was obvious in our designed system and there was a relationship between the structures, the conformations and the fluorescence spectra of the coumarins. Meanwhile, the present beta-CD titration experiment illustrated that the aniline nitrogen atom was closely related to the photoinduced electron transfer (PET) course and the PET course was carried out via a conformational control mechanism.
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