Gotor Candel, Raul JesúsCostero Nieto, Ana MaríaGil Grau, SalvadorParra Álvarez, MargaritaOchando Gómez, Luis EnriqueChulvi, Katherine2017-07-032017-07-0320121477-05201477-0539https://riunet.upv.es/handle/10251/84331[EN] Two calixpyrrole derivatives were synthesised. A p-dimethylaminobenzoyl group was electronically attached to a pyrrole ring, establishing an intramolecular hydrogen bond in a 1,3-alternate conformation. The formation of the H-bond was corroborated by IR, NMR, and X-ray measurements. NMR titration studies reveal that the H-bond is strong enough to block the conversion to a cone conformation, allowing them to only acquire a partial cone conformation. Affinity constants for several anions were calculated, and a noticeable increase was observed for tridentate tetrahedral anions, while the K-a of spheric or bidentate anions decreased. In the presence of several acids, the synthesised compounds can act as chemosensors by a double process: protonation of the amino group and coordination of the generated anion. In addition, a displacement approach gives rise to a proof of concept for sulphonate recognition.Reserva de todos los derechosBinding propertiesCalixpyrrolesSurfactantsSensorWaterArtículo10.1039/c2ob26309bCerrado23015107