Anion, cation and ion-pair recognition by bis-urea based receptors containing a polyether bridge
Por:
Gómez-Vega J., Moreno-Corral R.A., Santacruz Ortega H., Corona-Martínez D.O., Höpfl H., Sotelo-Mundo R.R., Ochoa-Terán A., Escobar-Picos R.E., Ramírez-Ramírez J.Z., Juárez-Sánchez O., Lara K.O.
Publicada:
1 ene 2019
Categoría:
Chemistry (miscellaneous)
Resumen:
Two bis-urea type receptors were synthesized containing a polyether bridge and two 4-nitrophenyl groups as chromogenic units, R1 and R2. Molecular recognition studies of receptors towards different tetraalkylammonium and alkali metal salts were carried out in DMSO by UV-Vis and 1 H-NMR spectroscopy. The receptors were found to have high affinity for diverse anions and ion-pairs, showing the highest affinities towards the tetramethylammonium and sodium salts. The cation binding ability of the receptors was evidenced by means 1 H NMR, mass spectrometric ESI + studies and the crystal structures of some precursors. Additionally, the molecular modelling at the DFT level of the tetramethylammonium acetate complexes illustrates the potential ion-pair binding ability of the receptors: the anion is recognized through strong hydrogen bonds from the NH- groups from the two urea sites, while the cation is bound by a combination of cation-p, C-H···O and C-H···p interactions. © 2019, © 2019 Informa UK Limited, trading as Taylor & Francis Group.
Filiaciones:
Departamento de Investigación en Polímeros y Materiales, Universidad de Sonora, Hermosillo, Mexico
Departamento de Ciencias de la Salud, Universidad de Sonora, Campus Cajeme, Cd. Obregón, Mexico
Centro de Investigaciones Químicas, Instituto de Investigación en Ciencias Básicas y Aplicadas, Cuernavaca, Mexico
Laboratorio de Estructura Biomolecular, Centro de Investigación en Alimentación y Desarrollo, Hermosillo, Mexico
Centro de Graduados e Investigación en Química, Tecnológico Nacional de México, Tijuana, Mexico
Departamento de Investigación en Física, Universidad de Sonora, Hermosillo, Mexico
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