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Selective signaling of peracetic acid over hydrogen peroxide by desulfurization of an anthracene-thioamide

Authors
Eor, SuyoungChoi, Myung GilKim, NayunSun, TaihaoChang, Suk-Kyu
Issue Date
Aug-2012
Publisher
PERGAMON-ELSEVIER SCIENCE LTD
Keywords
Peracetic acid; Fluorogenic signaling; Desulfurization; Anthracene-thioamide; Hydrogen peroxide
Citation
TETRAHEDRON LETTERS, v.53, no.32, pp 4080 - 4083
Pages
4
Journal Title
TETRAHEDRON LETTERS
Volume
53
Number
32
Start Page
4080
End Page
4083
URI
https://scholarworks.bwise.kr/cau/handle/2019.sw.cau/15193
DOI
10.1016/j.tetlet.2012.05.101
ISSN
0040-4039
Abstract
Selective signaling of peracetic acid by desulfurization of a thioamide was investigated. A thioamide derivative of anthracene 1 was efficiently desulfurized by peracetic acid to the corresponding amide 2, which resulted in a pronounced turn-on type fluorescent signaling. Signaling was not affected by the presence of another important oxidant hydrogen peroxide thereby providing selective signaling of the peracetic acid from its frequent contaminant hydrogen peroxide. Anthracene-thioamide 1 also provided selectivity for peracetic acid over commonly encountered metal ions and anions. The chemical transformation was confirmed by H-1 NMR, C-13 NMR, and fluorescence measurements. (C) 2012 Elsevier Ltd. All rights reserved.
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