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 language | English |
|---|---|
| Pages (from-to) | 5366-5369 |
| Number of pages | 4 |
| Journal | Tetrahedron Letters |
| Volume | 54 |
| Issue number | 39 |
| DOIs | |
| State | Published - Sep 25 2013 |
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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 journal › Article
}
TY - JOUR
T1 - Dicarboxylated ethynylarenes as buffer-dependent chemosensors for Cd(II), Pb(II), and Zn(II)
AU - Fletcher, James T.
AU - Bruck, Brent S.
AU - Deever, Douglas E.
PY - 2013/9/25
Y1 - 2013/9/25
N2 - 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.
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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UR - http://www.scopus.com/inward/citedby.url?scp=84883049628&partnerID=8YFLogxK
U2 - 10.1016/j.tetlet.2013.07.111
DO - 10.1016/j.tetlet.2013.07.111
M3 - Article
AN - SCOPUS:84883049628
VL - 54
SP - 5366
EP - 5369
JO - Tetrahedron Letters
JF - Tetrahedron Letters
SN - 0040-4039
IS - 39
ER -