Preparation of β-cyclodextrin-based dimers with selectively methylated rims and their use for solubilization of tetracene

A series of beta-cyclodextrin dimers selectively permethylated on the primary or secondary rim with two different types of spacers have been synthesized effectively utilizing conventional and newly developed methods. Their structure analyses by 1H NMR and NOESY NMR imply the dependence of molecular symmetry on the type of spacer. The ability of synthesized dimers to increase the solubility of tetracene in DMSO was evaluated and compared to native cyclodextrins and their methylated derivatives. The newly synthesized compounds expressed better effectiveness than other tested supramolecular hosts.

Automated summary

By synthesizing a series of β-cyclodextrin dimers with different spatial structures, this study analyzed their structure using 1H NMR and NOESY NMR, finding the dependence of molecular symmetry on spatial structure. The experiments on solubility showed that the synthesized dimers exhibited better effectiveness in increasing the solubility of tetracene compared to other supramolecular hosts.