1369593-97-4Relevant academic research and scientific papers
(Thio)ureido anion receptors based on a 1,3-alternate oxacalix[2]arene[2] pyrimidine scaffold
Van Rossom, Wim,Caers, Jef,Robeyns, Koen,Van Meervelt, Luc,Maes, Wouter,Dehaen, Wim
experimental part, p. 2791 - 2797 (2012/06/01)
In pursuit of highly preorganized macrocyclic host molecules for the complexation of anions, a series of oxacalix[2]arene[2]pyrimidine-based bis(thio)ureido receptors were synthesized and fully characterized. The pincer-like 1,3-alternate conformation of the oxacalix[4]arene scaffold, essential for an efficient host-guest interaction, was visualized by single-crystal X-ray analysis and supported by variable-temperature NMR studies. The anion binding properties of the receptors were evaluated via 1H NMR titration experiments, showing intermolecular interactions with H 2PO4-, AcO-, BzO-, and Cl- ions. The host molecule bearing 4-nitrophenyl substituents on the bisurea binding pocket showed association constants in the range of 200-400 M-1 in the strongly competitive solvent mixture of DMSO/0.5% H 2O.
