Cyclams Bearing Diametrically Disubstituted Pyrenes as Cu2+- and Hg2+-Selective Fluoroionophores
- 30 March 2007
- journal article
- research article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 72 (9), 3550-3553
- https://doi.org/10.1021/jo062516s
Abstract
New cyclam derivatives having diametrically disubstituted pyrene fluorophores were prepared and their fluoroionophoric properties toward transition metal ions were investigated. The compounds exhibited significant selectivity toward Hg2+ and Cu2+ ions in switching-off type responses in aqueous methanol or acetonitrile solution. Dipyrene-diamide derivative 3, having extra binding sites of the amide function, exhibited more pronounced chemosensing behavior toward Hg2+ and Cu2+ ions than its parent, dipyrene derivative 2. Detection limits for the analysis of Hg2+ and Cu2+ ions of dipyrene-diamide derivative 3 were 1.45 × 10-6 and 1.30 × 10-6 M, respectively. The diametrically disubstituted dipyrene-cyclam 2 may be utilized as a new starting platform for the design of other supramolecular fluorescent signaling systems having switching or chemosensing behaviors toward transition metal ions.Keywords
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