What is it about?

2-(1H-Imidazol-2-ylthio)-3-methylnaphthalene-1,4-dione forms crystalline salts with different mineral acids. The salt formation in salt formation in solutions can be monitored by fluorescence spectroscopy as each salt has characteristic emission features. Among such salt formation the bromide salt have shown characteristic fluorescence emission occurring at a much higher wavelength than the other salts. This is attributed to stabilization of self-assemblies of the protonated but enol-form of the bromide assisted self-assembly of the compound in solution. 2D-NMR study complemented the study. However, the self-assembly of the salts in solid form adopts keto-form and show emission widely different from solution.

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Why is it important?

There are very limited number of receptors that selectively detect bromide ions among others, the present one is one among them. The interaction of bromide ion by shifting the fluorescence emission of the compound which itself is an structural analog of Vitamin K to a relatively longer wavelength is significant .

Perspectives

This open new avenues to design fluorescent receptors for bromide ion recognition and also to cause large shift in fluorescence emission towards longer wavelength which may have application in imaging .

Professor Jubaraj Bikash Baruah
IIT Guwahati

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This page is a summary of: Recognition of a Bromide Ion by the Protonated Form of 2-(1H-Imidazol-2-ylthio)-3-methylnaphthalene-1,4-dione, ChemPlusChem, May 2013, Wiley,
DOI: 10.1002/cplu.201300042.
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