Colorimetric sensing of cyanide anion in aqueous media with a fluorescein-spiropyran conjugate

被引:52
|
作者
Sumiya, Shigehiro [1 ]
Doi, Takayuki [1 ]
Shiraishi, Yasuhiro [1 ]
Hirai, Takayuki [1 ]
机构
[1] Osaka Univ, Grad Sch Engn Sci, Div Chem Engn, Res Ctr Solar Energy Chem, Toyonaka, Osaka 5608531, Japan
关键词
Spiropyran; Fluorescein; Receptor; Cyanide; Water; PHOTOCHROMIC SPIROPYRAN; BORONIC ACID; CHEMOSENSOR; IMPLEMENTATION; SENSOR; ION;
D O I
10.1016/j.tet.2011.10.097
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A fluorescein-spiropyran conjugate (2) behaves as a receptor for colorimetric sensing of cyanide anion (CN-) in aqueous media under irradiation of UV light. The compound 2, which exists as a spirocycle-closed (SP) form in the dark condition, is isomerized to the spirocycle-opened merocyanine (MC) form upon irradiation of UV light and shows absorption bands at 467 and 568 nm. Addition of CN- to the solution leads to a decrease in these bands and an appearance of new absorption band at 512 nm, via a nucleophilic interaction between CN- and the spirocarbon of MC form. This absorption change occurs selectively with CN- and enables ratiometric quantification of CN- by absorption analysis. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:690 / 696
页数:7
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