N-(4-amino-7-nitrobenzaoxa-1,3-diazole)-substituted aza crown ethers: complexation with alkali, alkaline earth metal ions and ammonium

Three novel aza-crown ether derivatives incorporating 4-amino-7-nitrobenzaoxa-1,3-diazole (NBD) chromophore were synthesized and their structure confirmed by 1 H-NMR, IR and elemental analysis. The influence of the solvent polarity and protonation on the photophysical properties of NBD-15-crown-5 wa...

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Bibliographic Details
Published in:	Journal of Inclusion Phenomena and Macrocyclic Chemistry Vol. 68; no. 3-4; pp. 305 - 312
Main Authors:	Mateeva, Nelly N., Deiab, Shihab D., Archibong, Edikan E., Jackson, Mercedes, Mochona, Bereket, Gangapuram, Madhavi, Redda, Kinfe K.
Format:	Journal Article
Language:	English
Published:	Dordrecht Springer Netherlands 01-12-2010
Subjects:	Chemistry Chemistry and Materials Science Crystallography and Scattering Methods Food Science Organic Chemistry Original Article Aza-crown ethers Fluorescence Complexation Absorption Metal ions
Online Access:	Get full text
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Summary:	Three novel aza-crown ether derivatives incorporating 4-amino-7-nitrobenzaoxa-1,3-diazole (NBD) chromophore were synthesized and their structure confirmed by 1 H-NMR, IR and elemental analysis. The influence of the solvent polarity and protonation on the photophysical properties of NBD-15-crown-5 was studied by UV/Vis and fluorescence methods. The influence of the investigated cations on the absorption spectra of the ligands was negligible, however emission was strongly affected. Complexation and binding stability of NBD-aza-15-crown-5 and NBD-aza-18-crown-6 were studied using fluorescence spectroscopy. NBD-aza-18-crown-6 exhibits strong selectivity toward Ca 2+ and Sr 2+ ions with formation constants about 10 3 times higher than the formation constants with the other ions included in the study.
Bibliography:	ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23
ISSN:	0923-0750 1388-3127 1573-1111
DOI:	10.1007/s10847-010-9788-2