A water-soluble methylene-bridged glycoluril dimer 2S was isolated. It was shown that 2S is the only kinetic product of the reaction between glycoluril derivative 1 and paraformaldehyde. Compound 2S is subsequently intermolecularly transformed into its diastereomer 2C. The kinetics and thermodynamics of the S- to C-shaped dimer isomerization were investigated under reaction conditions similar to those for cucurbituril synthesis.

Department of Chemistry Masaryk University Kamenice 5 62500 Brno Czech Republic

J Org Chem. 2016 Feb 5;81(3):1316. doi: 10.1021/acs.joc.6b00024. PubMed

Citace poskytuje Crossref.org

Conformationally Mobile Acyclic Cucurbit[n]uril-Type Receptors Derived from an S-shaped Methylene Bridged Glycoluril Pentamer

Acyclic cucurbit[n]uril-type molecular containers: influence of glycoluril oligomer length on their function as solubilizing agents