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Anion-induced ring-opening of fluorescein spirolactam: fluorescent OFF-ON

Authors
Wu J.-S.Kim H.J.Lee M.H.Yoon J.H.Kim J.S.Lee J.H.
Issue Date
Apr-2007
Publisher
Elsevier BV
Citation
Tetrahedron Letters, v.48, no.18, pp 3159 - 3162
Pages
4
Journal Title
Tetrahedron Letters
Volume
48
Number
18
Start Page
3159
End Page
3162
URI
https://scholarworks.sookmyung.ac.kr/handle/2020.sw.sookmyung/148445
DOI
10.1016/j.tetlet.2007.03.060
ISSN
00404039
Abstract
N-(2,7-Dichlorofluorescein)lactam-N′-phenylthiourea (L) was developed as a colorimetric and fluorescent chemosensor for anions such as AcO-, F- and H2 PO4-. The addition of AcO- anion to the solution of L in CH3CN results in a distinct fluorescence "ON" observation as well as color change (from colorless to pink). The H-bonding interaction between AcO- anion and thiourea moiety of L induced the ring-opening of the spirolactam of fluorescein moiety, which gave rise to the dual chromo- and fluorogenic changes. ? 2007 Elsevier Ltd. All rights reserved.
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