In an attempted synthesis of peripherally pyridine-substituted cucurbituril, an unexpected cyclized product was obtained.
A careful NMR analysis followed by mass spectrometry and preliminary crystallographic analyses, helped us in resolving the
structure. The structure has two quaternized pyridine functionalities and a groove suitable as a potential receptor site.
In addition, just like the parent glycoluril structure, two remaining urea-derived nitrogens can be alkylated by alkyl halides.
Thus, we believe this high yielding reaction may become an entry point to a new class of anion receptors.
Keywords cucurbituril - cucurbituril derivatives -
glycolurils - molecular scaffolds