文献详情
Excimer Disaggregation Enhanced Emission: A Fluorescence "Turn-On" Approach to Oxoanion Recognition
文献类型：期刊
通讯作者：Gong, HY (reprint author), Beijing Normal Univ, Coll Chem, Xinjiekouwaidajie 19, Beijing 100875, Peoples R China.; Sessler, JL (reprint author), Shanghai Univ, Ctr Supramol Chem & Catalysis, Shanghai 200444, Peoples R China.; Sessler, JL (reprint author), Univ Texas Austin, Dept Chem, 105 East 24th St,Stop A5300, Austin, TX 78712 USA.
期刊名称：JOURNAL OF THE AMERICAN CHEMICAL SOCIETY影响因子和分区
年：2019
卷：141
期：11
页码：4597-4612
ISSN：0002-7863
所属部门：化学系
摘要：A new approach to anion sensing that involves excimer disaggregation induced emission (EDIE) is reported. It involves the anion-mediated disaggregation of the excimer formed from a cationic macrocycle. This leads to an increase in the observed fluorescence intensity. The macrocycle in question, cyclo[1]N-2,N-6-dimethyl-N-2,N-6-bis(6-(1H-imidazolium-1-yl)pyridin-2-yl)pyridine-2,6-diamine[1]1,4-dimethyl-benzene (1(2+); prepared as its PF6- salt), is obtained in ca. 70% yield via a simple cyclizati ...More
A new approach to anion sensing that involves excimer disaggregation induced emission (EDIE) is reported. It involves the anion-mediated disaggregation of the excimer formed from a cationic macrocycle. This leads to an increase in the observed fluorescence intensity. The macrocycle in question, cyclo[1]N-2,N-6-dimethyl-N-2,N-6-bis(6-(1H-imidazolium-1-yl)pyridin-2-yl)pyridine-2,6-diamine[1]1,4-dimethyl-benzene (1(2+); prepared as its PF6- salt), is obtained in ca. 70% yield via a simple cyclization. X-ray diffraction analyses of single crystals revealed that, as prepared, this macrocycle exists in a supramolecular polymeric form in the solid state. Macrocycle 1(2+) is weakly fluorescent in acetonitrile. The emission intensity is concentration dependent, with the maximum intensity being observed at [1(2+)] approximate to 0.020 mM. This finding is ascribed to formation of an excimer, followed possibly by higher order aggregates as the concentration of 1(2+) is increased. Addition of tetrabutylammonium pyrophosphate (HP2O73-) to 1(2+) (0.020 mM in acetonitrile) produces a ca. 200-fold enhancement in the emission intensity (lambda(ex) = 334 nm; lambda(em) = 390-650 nm). These findings are rationalized in terms of the HP2O73- serving to break up essentially non-fluorescent excited-state dimers of 1(2+) through formation of a highly fluorescent anion-bound monomeric complex, 1(2+)center dot HP2O73-. A turn-on in the fluorescence intensity is also seen for H2PO4- and, to a lesser extent, HCO3-. Little (HSO4-, NO3-) or essentially no (N-3(-), SCN-, F-, Cl-, Br- and I-) response is seen for other anions. Solid-state structural analysis of single crystals obtained after treating 1(2+) with HP2O73- in the presence of water revealed a salt form wherein a H2P2O72- anion sits above the cone-like macrocycle. ...Hide

DOI：10.1021/jacs.8b09021
百度学术：Excimer Disaggregation Enhanced Emission: A Fluorescence "Turn-On" Approach to Oxoanion Recognition
语言：外文
被引频次：6
人气指数：1
浏览次数：1
基金：National Natural Science Foundation of ChinaNational Natural Science Foundation of China [21472014, 21672025]; National Basic Research Program of China (973 Program)National Basic Research Program of China [2015CB856502]; Young One-Thousand-Talents Scheme; Fundamental Research Funds for the Central UniversitiesFundamental Research Funds for the Central Universities; Beijing Municipal Commission of EducationBeijing Municipal Commission of Education; Beijing National Laboratory for Molecular Science (BNLMS); Beijing Normal University; Shanghai UniversityShanghai University; Robert A. Welch FoundationThe Welch Foundation [F-0018]
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