Fluoride anion recognition by a multifunctional urea derivative: An experimental and theoretical study

  1. Schiller, J. 2
  2. Pérez-Ruiz, R. 2
  3. Sampedro, D. 1
  4. Marqués-López, E. 4
  5. Herrera, R.P. 4
  6. Díaz, D.D. 23
  1. 1 Universidad de La Rioja
    info

    Universidad de La Rioja

    Logroño, España

    ROR https://ror.org/0553yr311

  2. 2 University of Regensburg
    info

    University of Regensburg

    Ratisbona, Alemania

    ROR https://ror.org/01eezs655

  3. 3 Consejo Superior de Investigaciones Científicas
    info

    Consejo Superior de Investigaciones Científicas

    Madrid, España

    ROR https://ror.org/02gfc7t72

  4. 4 Universidad de Zaragoza
    info

    Universidad de Zaragoza

    Zaragoza, España

    ROR https://ror.org/012a91z28

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Revista:
Sensors

ISSN: 1424-8220

Año de publicación: 2016

Volumen: 16

Número: 5

Tipo: Artículo

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DOI: 10.3390/S16050658 SCOPUS: 2-s2.0-84966393551 WoS: WOS:000378510400029 GOOGLE SCHOLAR lock_openAcceso abierto editor

Otras publicaciones en: Sensors

Repositorio institucional: lock_openAcceso abierto Editor

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Resumen

In this work we demonstrate the ability of a multifaceted N,Nʹ-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. © 2016 by the authors; licensee MDPI, Basel, Switzerland.