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

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

Research output: Contribution to journalArticle

7 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)5366-5369
Number of pages4
JournalTetrahedron Letters
Volume54
Issue number39
DOIs
StatePublished - Sep 25 2013

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Cations
Buffers
Fluorescence
Fluorophores
Benzene
Condensation
Metals
succinic anhydride
glutaric anhydride

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

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 journalArticle

Fletcher, James T. ; Bruck, Brent S. ; Deever, Douglas E. / Dicarboxylated ethynylarenes as buffer-dependent chemosensors for Cd(II), Pb(II), and Zn(II). In: Tetrahedron Letters. 2013 ; Vol. 54, No. 39. pp. 5366-5369.
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