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Orthohalogen substituents dramatically enhance hydrogen bonding of aromatic ureas in solution

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Chem. Commun., 2014, 50,611-613
DOI: 10.1039/C3CC47447J, Communication
Ilaria Giannicchi, Benjamin Jouvelet, Benjamin Isare, Mathieu Linares, Antonella Dalla Cort, Laurent Bouteiller
Halogen atoms in the ortho positions to the urea moiety considerably improve intermolecular hydrogen bonding. Surprisingly, this effect is accompanied by the formation of an intramolecular hydrogen bond.
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