Bis(imidazolium)-calix[4]arene receptors for anion binding.
Efficient access to the bis(imidazolyl)calixarene 2 and dicationic bis(imidazolium) salts 1a,b x 2X directly bonded to the upper rim of calixarene structure has been reported. Anion binding properties of the new receptors were studied by 1H NMR spectroscopic methods. Bis(N-butylimidazolium) dication 1a exhibited the best recognition properties toward carboxylate anions with a 1:1 receptor-anion binding stoichiometry, whereas the presence of a bulky group such as isopropyl (1b) increased the difficulty of both imidazolium moieties to be able to support the association with the same single anion.
Dinarès
Immaculada
I
Laboratori de Química Orgànica, Facultat de Farmàcia, Universitat de Barcelona, Av. Joan XXIII s/n, 08028-Barcelona, Spain.
Garcia de Miguel
Cristina
C
Mesquida
Neus
N
Alcalde
Ermitas
E
D000838:Anions / Q000737:chemistry; D001665:Binding Sites; D047250:Calixarenes / Q000138:chemical synthesis / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry; D007093:Imidazoles / Q000138:chemical synthesis / Q000737:chemistry*; D007454:Iodides / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D010636:Phenols / Q000138:chemical synthesis / Q000737:chemistry*
D000838:Anions; D007093:Imidazoles; D007454:Iodides; D010636:Phenols; C121325:calix(4)arene; D047250:Calixarenes; D003300:Copper; C073870:cuprous iodide