Why, on interaction of urea-based receptors with fluoride, beautiful colors develop
David Esteban-Gómez1, Luigi Fabbrizzi, Maurizio Licchelli
1Dipartimento di Chimica Generale, Università di Pavia, viale Taramelli 12, 27100 Pavia, Italy.
Abstract:
[reaction: see text] Urea-based receptors, containing electron-withdrawing chromogenic substituents, in a DMSO solution, in the presence of varying excess of fluoride, do not form H-bond complexes, but undergo stepwise deprotonation of the two N-H fragments, an event which is signaled by the development of vivid colors. Double deprotonation is also observed in the presence of hydroxide. Less basic anions (CH3COO-, H2PO4-) induce deprotonation of only one N-H.
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