Orthohalogen substituents dramatically enhance hydrogen bonding of aromatic ureas in solution
Résumé
The phenylurea moiety is a ubiquitous synthon in supramolecular chemistry. Here we report that the introduction of chlorine or bromine atoms in the ortho positions to the urea unit is a simple and very efficient way to improve its intermolecular hydrogen bond (HB) donor character. This effect was demonstrated in solution both in the context of bis-ureas self-association and of mono-ureas hydrogen bonding to strong HB acceptors.
Domaines
ChimieOrigine | Fichiers produits par l'(les) auteur(s) |
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