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Article Dans Une Revue Chemical Communications Année : 2014

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.

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Chimie
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hal-01122545 , version 1 (04-03-2015)

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Ilaria Giannicchi, Benjamin Jouvelet, Benjamin Isare, Mathieu Linares, Antonella Dalla Cort, et al.. Orthohalogen substituents dramatically enhance hydrogen bonding of aromatic ureas in solution. Chemical Communications, 2014, 50, pp.611-613. ⟨10.1039/C3CC47447J⟩. ⟨hal-01122545⟩
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