Neutral anion receptors (LH) form stable 1 : 1 H-bond [LH · · · X]− complexes with carboxylates, halides and phosphate (X−). Some of the [LH· · · X]− complexes, in presence of an excess of X−, release an HX fragment, with formation of [HX2]− and the deprotonated receptor L−. The tendency towards deprotonation increases with the acidity of the receptor and with the stability of the [HX2]− self-complex. Thus, the more acidic thiourea containing receptor deprotonates in the presence all the investigated anions except chloride, whereas the less acidic urea containing receptor undergoes deprotonation only in the presence of fluoride, due to the high stability of [HF2]−.

Urea vs. thiourea in anion recognition

ESTEBAN GOMEZ, DAVID;FABBRIZZI, LUIGI;LICCHELLI, MAURIZIO;MONZANI, ENRICO
2005

Abstract

Neutral anion receptors (LH) form stable 1 : 1 H-bond [LH · · · X]− complexes with carboxylates, halides and phosphate (X−). Some of the [LH· · · X]− complexes, in presence of an excess of X−, release an HX fragment, with formation of [HX2]− and the deprotonated receptor L−. The tendency towards deprotonation increases with the acidity of the receptor and with the stability of the [HX2]− self-complex. Thus, the more acidic thiourea containing receptor deprotonates in the presence all the investigated anions except chloride, whereas the less acidic urea containing receptor undergoes deprotonation only in the presence of fluoride, due to the high stability of [HF2]−.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11571/26246
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