6533b861fe1ef96bd12c568f

RESEARCH PRODUCT

A macrocyclic diurea derived from diphenylether

Michael BolteVolker BöhmerDenys Meshcheryakov

subject

chemistry.chemical_compoundCrystallographyDeprotonationchemistryHydrogen bondOrganic ChemistryDrug DiscoveryUreaMoleculeNuclear magnetic resonance spectroscopyBiochemistrySingle crystalFluoride

description

Abstract A new 16-membered cyclic diurea was synthesized and tested as potential receptor for fluoride. 1 H and 19 F NMR spectroscopy revealed an unexpected deprotonation of both urea groups after initial 1:1 binding. A single crystal X-ray structure shows bifurcated hydrogen bonds to two DMSO molecules.

https://doi.org/10.1016/j.tetlet.2009.12.087