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Sensors 2016, 16(5), 658; doi:10.3390/s16050658

Fluoride Anion Recognition by a Multifunctional Urea Derivative: An Experimental and Theoretical Study

1
Institut für Organische Chemie, Universität Regensburg, Universitätsstr. 31, Regensburg 93053, Germany
2
Departamento de Química, Universidad de La Rioja, Madre de Dios, 51, Logroño 26006, Spain
3
Laboratorio de Organocatálisis Asimétrica, Departamento de Química Orgánica, Instituto de Síntesis Química y Catálisis Homogénea (ISQCH), CSIC-Universidad de Zaragoza, Pedro Cerbuna 12, Zaragoza 50009, Spain
4
Instituto de Química Avanzada de Cataluña-Consejo Superior de Investigaciones Científicas (IQAC-CSIC), Jordi Girona 18-26, Barcelona 08034, Spain
*
Author to whom correspondence should be addressed.
Academic Editors: Jong Seung Kim and Min Hee Lee
Received: 30 March 2016 / Revised: 28 April 2016 / Accepted: 3 May 2016 / Published: 9 May 2016
(This article belongs to the Special Issue Colorimetric and Fluorescent Sensor)
View Full-Text   |   Download PDF [3540 KB, uploaded 9 May 2016]   |  

Abstract

In this work we demonstrate the ability of a multifaceted N,N′-disubstituted urea to selectively recognize fluoride anion (F) among other halides. This additional function is now added to its already reported organocatalytic and organogelator properties. The signaling mechanism relies on the formation of a charge-transfer (CT) complex between the urea-based sensor and F¯ in the ground state with a high association constant as demonstrated by absorption and fluorescence spectroscopy. The nature of the hydrogen bonding interaction between the sensor and F¯ was established by 1H-NMR studies and theoretical calculations. Moreover, the recovery of the sensor was achieved by addition of methanol. View Full-Text
Keywords: fluoride; anion recognition; sensor; N,N′-disubstituted urea; charge-transfer complex; association constant; absorption spectroscopy; fluorescence spectroscopy fluoride; anion recognition; sensor; N,N′-disubstituted urea; charge-transfer complex; association constant; absorption spectroscopy; fluorescence spectroscopy
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Schiller, J.; Pérez-Ruiz, R.; Sampedro, D.; Marqués-López, E.; Herrera, R.P.; Díaz Díaz, D. Fluoride Anion Recognition by a Multifunctional Urea Derivative: An Experimental and Theoretical Study. Sensors 2016, 16, 658.

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