Why, on Interaction of Urea-Based Receptors with Fluoride, Beautiful Colors Develop
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- 15 June 2005
- journal article
- research article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 70 (14) , 5717-5720
- https://doi.org/10.1021/jo050528s
Abstract
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.Keywords
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