Abstract

A series of 5-dialkyl(aryl)aminomethyl-8-hydroxyquinoline dansylates were synthesized and their fluoroionophoric properties toward representative alkali ions, alkaline earth ions and transition metal ions were investigated. Among the selected ions, Fe3+ caused considerable quenching of the fluorescence, while Cr3+ caused quenching to some extent. The absence of any significant fluorescence quenching effects of the other ions examined, especially Fe2+, renders these compounds highly useful Fe3+-selective fluorescent sensors.

Highlights

  • A variety of metal ions are known to play vital roles in the structural, catalytic and regulatory aspects of biological systems [1a], sensitive and selective detection of these metal ions is of great importance

  • The residual 8-hydroxyquinoline was not removed completely by washing with acetone and a substitution reaction occurred during the crystallization in ethanol

  • The final products, 4a-4d, were prepared by reaction of 3a-3d with dansyl chloride in tetrahydrofuran in good yield. 4e was prepared by direct dansylation of 1

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Summary

Introduction

A variety of metal ions are known to play vital roles in the structural, catalytic and regulatory aspects of biological systems [1a], sensitive and selective detection of these metal ions is of great importance. Regarding the Fe3+ sensors reported up to date (Figure 1), their detection of Fe3+ is always accompanied by interference from Cu2+ and Cr3+, which affects their selectivity. Another naphthalene-derived fluorescent sensor showed a Fe3+:Cr3+ fluorescence-quenching ratio of 1:0.83 [2a]. A calix[4]arene-derived fluorescent sensor could selectively detect Fe3+ and Cu2+ [5b] with a Fe3+:Cu2+

Results
Conclusion

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