Simple indole-based colorimetric sensors with electron-withdrawing chromophores: tuning selectivity in anion sensing
Department甘肃省天然药物重点实验室
Lv YJ(吕永军); Guo Y(郭勇); Xu J(徐健); Shao SJ(邵士俊)
2011
Source PublicationJournal of Fluorine Chemistry
ISSN0022-1139
Volume132Pages:973-977
AbstractThree simple colorimetric anion sensors (1, 2, and 3) containing anthrone, 1,3-indanedione, and malononitrile as signaling chromophores and an indole binding site have been designed and synthesized. The introduction of electron-withdrawing groups can not only provide chromogenic signal output, but also tune the sensitivity and selectivity of indole-based anion sensors by electron push–pull features. Their anion binding and sensing properties were investigated in detail by dramatic color changes, UV–vis absorption, and 1H NMR. As results revealed, sensor 1 showed high selectivity for F- over AcO- and H2PO4- with a distinct change in color due to the deprotonation of indole NH group. The excellent selectivity of 1 for F- can be attributed to the fitness in the acidity of its NH-group, which is tuned to be able to distinguish the subtle difference in the affinity of F-, AcO-, and H2PO4- to NH proton.
KeywordAnion Binding Indole Chromogenic Sensor Deprotonation Spectroscopy
Subject Area分析化学与药物化学
Funding Organizationthe National Natural Science Foundation of China (Grant No. 20972170 to S-J. Shao);the Natural Science Foundation of Gansu province (No. 096RJ2A033 to Y. Guo)
Indexed BySCI
Language英语
Funding Project药物分子识别研究组
Citation statistics
Cited Times:26[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.licp.cn/handle/362003/1607
Collection中科院西北特色植物资源化学重点实验室/甘肃省天然药物重点实验室
Corresponding AuthorGuo Y(郭勇); Shao SJ(邵士俊)
Recommended Citation
GB/T 7714
Lv YJ,Guo Y,Xu J,et al. Simple indole-based colorimetric sensors with electron-withdrawing chromophores: tuning selectivity in anion sensing[J]. Journal of Fluorine Chemistry,2011,132:973-977.
APA 吕永军,郭勇,徐健,&邵士俊.(2011).Simple indole-based colorimetric sensors with electron-withdrawing chromophores: tuning selectivity in anion sensing.Journal of Fluorine Chemistry,132,973-977.
MLA 吕永军,et al."Simple indole-based colorimetric sensors with electron-withdrawing chromophores: tuning selectivity in anion sensing".Journal of Fluorine Chemistry 132(2011):973-977.
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