Selective fluorescent PET sensing of fluoride (F-)using naphthalimide-thiourea and -urea conjugates

被引：131
作者：
Duke, Rebecca M. [1 ]
Gunnlaugsson, Thorfinnur [1 ]
机构：
[1] Univ Dublin Trinity Coll, Ctr Synth & Chem Biol, Sch Chem, Dublin 2, Ireland
来源：
TETRAHEDRON LETTERS | 2007年 / 48卷 / 45期
基金：
爱尔兰科学基金会;
关键词：
D O I：
10.1016/j.tetlet.2007.09.026
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The thiourea and urea functionalised 4-amino-1,8-naphthalimide sensors 1-3, based on the. uorophore-spacer-receptor principle, were synthesised in high yield in three steps. The sensors were shown to signal selectively the detection of fluoride in the fluorescence emission spectrum in DMSO. On all occasions the emission was quenched due to enhanced photoinduced electron transfer quenching (PET) from the receptor to the excited state of the fluorophore upon recognition of F-, particularly for the thiourea sensors 1 and 2. In comparison, the changes in the absorption spectra were minor for all three, even after the addition of 80-100 equiv of F-. The sensing of acetate or dihydrogenphosphate gave rise to only similar to 5-20% quenching. (C) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码：8043 / 8047
页数：5
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