Why, on interaction of urea-based receptors with fluoride, beautiful colors develop

Why, on interaction of urea-based receptors with fluoride, beautiful colors develop
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DOI:
10.1021/jo050528s
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发表时间:
2005-07-08
影响因子:
3.6
通讯作者:
Licchelli, M
Licchelli, M
中科院分区:
化学2区
文献类型:
--
作者:
Esteban-Gómez, D;Fabbrizzi, L;Licchelli, M

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在DMSO溶液中,含有吸电子显色取代基的尿素受体,在不同过量的氟化物存在下,不形成H-键复合体,但经历两个N-H片段的逐步去质子化,这一事件由鲜艳的颜色的发展来表示。在氢氧化物存在的情况下,也观察到双去质子化。碱性较低的阴离子(CH3COO-、H2PO4-)只能引起一个N-H的去质子化。
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.