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Ground and excited state prototropism of 2-(4′-pyridyl)benzimidazole in micelles

Paper ID Volume ID Publish Year Pages File Format Full-Text
27869 44047 2012 4 PDF Available
Title
Ground and excited state prototropism of 2-(4′-pyridyl)benzimidazole in micelles
Abstract

The effect of micelles on ground and excited state prototropism of 2-(4′-pyridyl)benzimidazole (4PBI) has been studied by fluorescence spectroscopy. It has been observed that in sodium dodecyl sulfate (SDS) micelle, 4PBI is preferentially protonated at the pyridyl nitrogen atom, in contrast to the situation in neat aqueous solutions, in which imidazole and pyridyl nitrogen atoms have equal propensity for protonation. In SDS, the protonation of the benzimidazole nitrogen occurs only in the excited state. Such effects are not observed in cationic cetyl trimethyl ammonium bromide (CTAB) and neutral Triton X-100 (TX-100). Thus, 4PBI shows very good sensitivity for negatively charged interfaces between aqueous and apolar compartments in microheterogeneous media.

Graphical abstractFigure optionsDownload full-size imageDownload as PowerPoint slideHighlights► Micelles affects prototropism of 2-(4′-pyridyl)benzimidazole (4PBI). ► Tautomer T is formed in SDS micelles in ground state. ► CTAB and TX-100 does not change acid–base equilibria of 4PBI in significant extents. ► 4PBI can thus sense negatively charged interfaces.

Keywords
Fluorescence; SDS; CTAB; TX-100; Lifetime
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Ground and excited state prototropism of 2-(4′-pyridyl)benzimidazole in micelles
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Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Photochemistry and Photobiology A: Chemistry - Volume 250, 15 December 2012, Pages 99–102
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
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Any Questions? feel free to contact us