Synthesis, Structure and Properties of Benzo[1,2-P.5,4-f']- diquinoline Derivatives: A Remarkably Strong Intramolecular C-H...O Hydrogen Bond

A series of benzo[1,2-f:5,4-f']diquinoline derivatives were synthesized starting from 2,7-diaminoanthracene, and their structures were determined by NMR, MS spectra and X-ray analysis. They showed a remarkably strong intramolecular C--H...O hydrogen bond, which resulted in an unexpected downfield ch...

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Bibliographic Details
Published in中国化学:英文版 Vol. 29; no. 12; pp. 2606 - 2610
Main Author 张春 彭晓霞 陈传峰
Format Journal Article
LanguageEnglish
Published 2011
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ISSN1001-604X
1614-7065

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Summary:A series of benzo[1,2-f:5,4-f']diquinoline derivatives were synthesized starting from 2,7-diaminoanthracene, and their structures were determined by NMR, MS spectra and X-ray analysis. They showed a remarkably strong intramolecular C--H...O hydrogen bond, which resulted in an unexpected downfield chemical shift of the aromatic proton in CDCl3. Moreover, a significant fluorescent change of molecule lb in the presence of trifluoroacetic acid (TFA) was also observed.
Bibliography:A series of benzo[1,2-f:5,4-f']diquinoline derivatives were synthesized starting from 2,7-diaminoanthracene, and their structures were determined by NMR, MS spectra and X-ray analysis. They showed a remarkably strong intramolecular C--H...O hydrogen bond, which resulted in an unexpected downfield chemical shift of the aromatic proton in CDCl3. Moreover, a significant fluorescent change of molecule lb in the presence of trifluoroacetic acid (TFA) was also observed.
heterocycle, synthesis, structure, C-H...O hydrogen bond, fluorescent
31-1547/O6
ISSN:1001-604X
1614-7065