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Publication Details

Title :

Fluorescent “Turn-Off” Detection of Fluoride and Cyanide Ions Using Zwitterionic Spirocyclic Meisenheimer Compounds.

Journal:

Molecules

Impact Factor:

2.861

Authors:

Benet M1, Villabona M2, Llavina C3, Mena S4, Hernando J5, Al-Kaysi RO6, Guirado G7.

Affiliations:

1 Departament de Química, Universitat Autònoma de Barcelona, E-08193 Bellaterra, 08193 Barcelona, Spain. marina.benet@e-campus.uab.cat.

2 Departament de Química, Universitat Autònoma de Barcelona, E-08193 Bellaterra, 08193 Barcelona, Spain. marc.villabona@uab.cat.

3 Departament de Química, Universitat Autònoma de Barcelona, E-08193 Bellaterra, 08193 Barcelona, Spain. carlesllavina2@gmail.com.

4 Departament de Química, Universitat Autònoma de Barcelona, E-08193 Bellaterra, 08193 Barcelona, Spain. Silvia.Mena@uab.cat.

5 Departament de Química, Universitat Autònoma de Barcelona, E-08193 Bellaterra, 08193 Barcelona, Spain. jordi.hernando@uab.cat.

6 College of Science and Health Professions-3124, King Saud bin Abdulaziz University for Health Sciences/King Abdullah International Medical Research Center, Ministry of National Guard Health Affairs, 11426 Riyadh, Saudi Arabia. rabihalkaysi@gmail.com.

7 Departament de Química, Universitat Autònoma de Barcelona, E-08193 Bellaterra, 08193 Barcelona, Spain. kaysir@ksau-hs.edu.sa.

Year of Publication:

2017

DOI:

10.3390/molecules22111842

Abstract:

Stable zwitterionic spirocyclic Meisenheimer compounds were synthesized using a one-step reaction between picric acid and diisopropyl (ZW1) or dicyclohexyl (ZW3) carbodiimide. A solution of these compounds displays intense orange fluorescence upon UV or visible light excitation, which can be quenched or “turned-off” by adding a mole equivalent amount of F or CN ions in acetonitrile. Fluorescence is not quenched in the presence of other ions such as Cl, Br, I, NO2, NO3, or H2PO4. These compounds can therefore be utilized as practical colorimetric and fluorescent probes for monitoring the presence of F or CN anions.