Popis: |
On the basis of the highly stable G2H (2 : 1) ternary complex formed by two methyl viologen cation radicals inside the cavity of cucurbit[8]uril, we prepared three monocationic 4-phenylpyridinium derivatives: 1-(hydroxyethyl)-4-phenyl-pyridinium (1+) bromide, 1-(octaethyleneglycol)-4-phenyl-pyridinium (2+) chloride, and 4-[4-(methoxymethoxy)phenyl]pyridinium (3+) iodide, as possible guests for 2 : 1 complexation inside cucurbit[8]uril. We also investigated a fourth monocationic guest (4+), in which a central vinylidene group is inserted to elongate the 4-phenyl-pyridinium residue. Using 1H NMR and UV–Vis spectroscopic data and mass spectrometric data, we obtained unequivocal evidence for the formation of G2H (2 : 1) ternary complexes in all cases. The stoichiometry of the complexes was further verified by continuous variation (Job) plots, and in some cases, high resolution ESI-MS spectrometric data. Diffusion coefficient measurements, using 1H NMR pulse gradient spin echo techniques, yielded values consistent with the formation and expected structures of the ternary complexes. Copyright © 2012 John Wiley & Sons, Ltd. |