a
Departamento de Química Orgánica, Universidad de Salamanca, Plaza de los Caídos 1-5, Salamanca, Spain
b
Departamento de Ingeniería Química, Universidad de Salamanca, Plaza de los Caídos 1-5, Salamanca, Spain
c
Servicio de Rayos X, Universidad de Salamanca, Plaza de los Caídos 1-5, Salamanca, Spain
d
Departamento de Química Analítica, Universidad de Salamanca, Plaza de los Caídos 1-5, Salamanca, Spain
e
Instituto de Cerámica y Vidrio, CSIC, Kelsen 5, Madrid, Spain
f
Departamento de Ingeniería Química Industrial y Medio Ambiente, Universidad Politécnica de Madrid, José Gutiérrez Abascal 2, Madrid, Spain
E-mail:valcazar@etsii.upm.es Fax: +34 915618618 Tel: +34 913363203
Abstract
Carbazole-based receptors functionalized with two sulfonamidegroups have been synthesized and their properties as anion receptors have been evaluated. The receptor with bis(trifluoromethyl)anilinegroups has shown a very high affinity for halide ions, especially remarkable as only two hydrogen bonds are formed in the complexes. 1H NMR and fluorescence titrations have been carried out and binding constants up to 7.9 × 106 M−1 have been reached. X-ray structures have been obtained and a modelling study has shown the possible reasons for the large affinity of these compounds for halide anions.
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Sulfonamide carbazole receptors for anion recognition
Á. L. Fuentes de Arriba, M. G. Turiel, L. Simón, F. Sanz, J. F. Boyero, F. M. Muñiz, J. R. Morán and V. Alcázar,
Org. Biomol. Chem., 2011, 9, 8321
DOI: 10.1039/C1OB06126G
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