標題: | Anthryl-1,2,4-oxadiazole-Substituted Calix[4]arenes as Highly Selective Fluorescent Chemodosimeters for Fe3+ |
作者: | Chen, Ying-Jung Yang, Shun-Chieh Tsai, Chia-Chen Chang, Kai-Chi Chuang, Wen-Han Chu, Wei-Lun Kovalev, Vladimir Chung, Wen-Sheng 應用化學系 Department of Applied Chemistry |
關鍵字: | calixarenes;cycloaddition;fluorescence;iron;sensors |
公開日期: | 1-四月-2015 |
摘要: | Fluorescent chemosensors 1 and 2, with 1,2,4-oxadiazoles as the binding ligands and anthracene as the fluorophore, were synthesized through sequential 1,3-dipolar cycloaddition reactions of 25,27-dioxyacetonitrilecalix[4]arenes 8 and 11. The fluorescence of 1 was severely quenched by both Fe3+ and Cu2+, whereas that of 2 was selectively quenched only by Fe3+. Control compound 4 was also selectively quenched by Fe3+, which implied the importance of anthryl-1,2,4-oxadiazole core; furthermore, it was shown to give various oxidation products such as oxanthrone 13, anthraquinone 14, and imidazolyl oxanthrone 15. In addition to product separation and identification, the fluorescent quenching mechanism of these 9-anthryl-1,2,4-oxadiazolyl derivatives by Fe3+ is also discussed. Furthermore, it should be noted that the oxadiazole-substituted anthracene 4 and calix[4]arene 2 are Fe3+-selective fluorescent chemodosimeters without the interference by Cu2+. |
URI: | http://dx.doi.org/10.1002/asia.201403265 http://hdl.handle.net/11536/124470 |
ISSN: | 1861-4728 |
DOI: | 10.1002/asia.201403265 |
期刊: | CHEMISTRY-AN ASIAN JOURNAL |
Volume: | 10 |
起始頁: | 1025 |
結束頁: | 1034 |
顯示於類別: | 期刊論文 |