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Fluorescence signaling systems with a cryptand receptor incorporating electron-withdrawing groups: Metal ion specificity and solvent dependence

Paper ID Volume ID Publish Year Pages File Format Full-Text
28536 44080 2006 11 PDF Available
Title
Fluorescence signaling systems with a cryptand receptor incorporating electron-withdrawing groups: Metal ion specificity and solvent dependence
Abstract

Fluorescence signaling systems have been synthesized in the format, ‘fluorophore-spacer-receptor’ or ‘receptor-spacer-fluorophore-spacer-receptor’ with a laterally non-symmetric aza cryptand as the receptor and anthracene as the fluorophore. Attachment of electron-withdrawing 2,4-dinitrobenzene or 4-nitrobenzene groups as the side-arms of the cryptand imparts structural rigidity to the cryptand core that leads to selective fluorescence enhancement in presence of a metal ion higher in the Irving–Williams series. The present group of compounds exhibit enhancement selectively in presence of Cu(II) as the input. Additionally, an exciplex emission is also observed due to controlled movement of one of the electron-withdrawing side arms towards anthracene forming π–π stacking interactions. The use of MeCN as the solvent is also crucial as in other solvents no emission takes place.

Graphical abstractA number of fluorescence signaling systems for transition metal ions with cryptand as the receptor has been synthesized. Upon attachment of electron-withdrawing side-groups, the fluorescence signaling behavior of the systems changes drastically towards specificity.Figure optionsDownload full-size imageDownload as PowerPoint slide

Keywords
Fluorescence enhancement; Metal ion specificity; Cryptand receptors; Exciplex emission
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Fluorescence signaling systems with a cryptand receptor incorporating electron-withdrawing groups: Metal ion specificity and solvent dependence
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Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Photochemistry and Photobiology A: Chemistry - Volume 181, Issues 2–3, 31 July 2006, Pages 215–225
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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