Synthesis and anion recognition studies of new oligomethylene bis(nitrophenylureylbenzamide) receptors

José García-Elías, Adrián Ochoa-Terán*, Anatoli K. Yatsimirsky, Hisila Santacruz Ortega, Karen Ochoa-Lara, Luis Miguel López-Martínez, Christian L. Castro-Riquelme, Ángel L. García, Domingo Madrigal-Peralta, Victoria Labastida-Galván, Mario Ordoñez

*Autor correspondiente de este trabajo

Producción científica: Contribución a una revistaArtículorevisión exhaustiva

4 Citas (Scopus)

Resumen

A new series of oligomethylene bis(nitrophenylureylbenzamide) receptors were synthesized varying the relative position of the urea and amide groups (ortho4 and meta8) and the length of the oligomethylene chain (C2 to C8). An anion recognition study was performed with TBAX salts (X = AcO-, BzO-, F-, H2PO4-, and HP2O73-) by UV-vis and 1H NMR. The flexibility of these receptors allows a cooperative effect of both ureylbenzamide units in the receptors. Noteworthy, the ortho position favored the 1 : 1 stoichiometry in the complexes with the carboxylates. The formation of 2 : 1 receptor-anion complexes with both types of receptors 4 and 8 and with hydrogen pyrophosphate and high log K values obtained were very significant in this work. The NMR studies evidenced the formation of supramolecular complexes, even in a competitive solvent, such as DMSO.

Idioma originalInglés
Páginas (desde-hasta)39147-39162
Número de páginas16
PublicaciónRSC Advances
Volumen9
N.º67
DOI
EstadoPublicada - 2019

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© 2019 The Royal Society of Chemistry.

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