Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 77, Issue 23, Pages 10945-10948Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo302063j
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Funding
- Czech Science Foundation [P207/10/0695]
- project CETOCOEN from the European Regional Development Fund [CZ.1.05/2.1.00/01.0001]
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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.
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