Highly Selective and Sensitive Colorimetric and Fluorescent Chemosensors for Rapid Detection of Cyanide Anions in Aqueous Medium: Investigation on Supramolecular Recognition of Tweezer‑shaped Salophenes
Three tweezer‑shaped salophenes having catechols ( 1 ), phenols ( 2 ) and anisoles ( 3 ) units in conjunction to the dipodal Schiff bases have been applied for the optical sensing of cyanide (CN¯) ions in CH 3 CN-H 2 O (7:3) as solvent of choice. Among them, compounds 1 and 2 recognized CN¯, relying...
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| Vydané v: | Journal of fluorescence Ročník 31; číslo 4; s. 1085 - 1097 |
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| Hlavní autori: | , , , , |
| Médium: | Journal Article |
| Jazyk: | English |
| Vydavateľské údaje: |
New York
Springer US
01.07.2021
Springer Nature B.V |
| Predmet: | |
| ISSN: | 1053-0509, 1573-4994, 1573-4994 |
| On-line prístup: | Získať plný text |
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| Shrnutí: | Three tweezer‑shaped salophenes having catechols (
1
), phenols (
2
) and anisoles (
3
) units in conjunction to the dipodal Schiff bases have been applied for the optical sensing of cyanide (CN¯) ions in CH
3
CN-H
2
O (7:3) as solvent of choice. Among them, compounds
1
and
2
recognized CN¯, relying on distinct color and spectral changes. They are easy-to-use probes that exhibit extremely high sensitivity (limit of detection = 1–10 nM), rapid response (5 s) and excellent selectivity. Moreover, the visual detection and concentration determination of CN¯ by solution test kits of both sensors are the advantages for the practical applications. Based on the fluorescence and NMR spectroscopy, as well as the OH¯ and reversibility experiments, the explicit effect of hydroxyl groups on sensing and as well the different recognition of
1
and
2
toward CN¯ ions was proved. While probe
1
senses CN¯ via deprotonation, probe
2
recognizes it through an intramolecular aldimine condensation cyclization, leading to formation of anions of dihydroxyquinoxaline
4
. This chemodosimetry is being reported for the first time in a Schiff’s base. Furthermore, the similarity of fluorescence and NMR responses of
2
and
4
toward CN¯ supports the proposed process. |
|---|---|
| Bibliografia: | ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 14 content type line 23 |
| ISSN: | 1053-0509 1573-4994 1573-4994 |
| DOI: | 10.1007/s10895-021-02738-9 |