ABSTRACT
Bambus[6]urils and biotin[6]urils are macrocycles with an exceptional affinity for inorganic anions. Here, we investigated statistical condensation of 2,4-dibenzylglycoluril and d-biotin, monomers of the corresponding macrocycles, to prepare the enantiomerically pure macrocycle 1 containing a single d-biotin and five glycoluril units. Host-guest properties of 1 in chloroform solution and solid state were investigated. The macrocycle 1 bearing a single functional group was employed in the formation of [1]rotaxane utilizing reversible covalent bonds.
ABSTRACT
Bambus[6]uril-based [1]rotaxanes were formed quantitatively, utilizing a bis(acyloxy)iodate(I) reversible covalent bond and host-guest anion recognition. These novel [1]rotaxanes exhibited a dynamic nature facilitating carboxylate component exchange reactions in acetonitrile.
