Dicarboxylated ethynylarenes as buffer-dependent chemosensors for Cd(II), Pb(II), and Zn(II)

James T. Fletcher, Brent S. Bruck, Douglas E. Deever

Department of Chemistry

Research output: Contribution to journal › Article

Original language	English
Pages (from-to)	5366-5369
Number of pages	4
Journal	Tetrahedron Letters
Volume	54
Issue number	39
DOIs	https://doi.org/10.1016/j.tetlet.2013.07.111
Publication status	Published - Sep 25 2013

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All Science Journal Classification (ASJC) codes

Biochemistry
Organic Chemistry
Drug Discovery

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Dicarboxylated ethynylarenes as buffer-dependent chemosensors for Cd(II), Pb(II), and Zn(II). / Fletcher, James T.; Bruck, Brent S.; Deever, Douglas E.

In: Tetrahedron Letters, Vol. 54, No. 39, 25.09.2013, p. 5366-5369.

Research output: Contribution to journal › Article

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abstract = "Two dicarboxylated ethynylarenes were prepared efficiently from condensation of 1,3-bis(3-aminophenylethynyl)benzene with 2 equiv of either succinic anhydride or glutaric anhydride. These compounds behave as fluorescent chemosensors selective for Cd(II), Pb(II), and Zn(II) cations under buffered aqueous conditions, with analyte binding observed as bathochromically shifted, intensified fluorescence. It was noteworthy that the fluorescence responses varied significantly with buffer identity. A conformational restriction mechanism involving reversible interactions between the fluorophore, metal cation, and buffer itself is proposed.",

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AB - Two dicarboxylated ethynylarenes were prepared efficiently from condensation of 1,3-bis(3-aminophenylethynyl)benzene with 2 equiv of either succinic anhydride or glutaric anhydride. These compounds behave as fluorescent chemosensors selective for Cd(II), Pb(II), and Zn(II) cations under buffered aqueous conditions, with analyte binding observed as bathochromically shifted, intensified fluorescence. It was noteworthy that the fluorescence responses varied significantly with buffer identity. A conformational restriction mechanism involving reversible interactions between the fluorophore, metal cation, and buffer itself is proposed.

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10.1016/j.tetlet.2013.07.111