Highly Selective Fluorescent Sensors for Hg2+ and Ag+ Based on Bis-triazole-Coupled Polyoxyethylenes in MeOH Solution
作者： Hao-Chih Hung , Chi-Wen Cheng , Yu-Yun Wang , Yu-Jen Chen , Wen-Sheng Chung
关键词: Inclusion compound 、 Organic chemistry 、 Triazole 、 Fluorophore 、 Aqueous solution 、 Fluorescence 、 Selectivity 、 Metal ions in aqueous solution 、 Chemistry 、 Ether 、 Polymer chemistry
摘要: Fluorescent chemosensors 6–9, with variable length polyoxyethylenes between two triazolylmethyl ether units, have been synthesized under “click” conditions in which the bis-triazoles and were used as metal-ion binding sites pyrenes fluorophores. Of 15 metal ions screened, fluorescence of 6–9 methanol solution was found to be selectively quenched by only Hg2+ Ag+. In contrast, control compound 10, a [(triazol-4-yl)methoxymethyl]pyrene, Hg2+. These results imply that recognition does not need cooperation triazole groups. Binding constants for interactions Ag+ increased chain polyoxyethylene increased. Finally, very high selectivity 9 towards aqueous observed.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
nctu.edu.tw参考文章(34)
Chemosensors of ion and molecule recognition Springer Netherlands. ,(1997) , 10.1007/978-94-011-3973-1
Hans Toni Ratte, Bioaccumulation and toxicity of silver compounds: A review Environmental Toxicology and Chemistry. ,vol. 18, pp. 89- 108 ,(1999) , 10.1002/ETC.5620180112
Hideya Yuasa, Naofusa Miyagawa, Takuhiro Izumi, Masatoshi Nakatani, Masayuki Izumi, Hironobu Hashimoto, Hinge sugar as a movable component of an excimer fluorescence sensor. Organic Letters. ,vol. 6, pp. 1489- 1492 ,(2004) , 10.1021/OL049628V
Mohammad Reza Ganjali, Parviz Norouzi, Taher Alizadeh, Mehdi Adib, Ion recognition: synthesis of 2-methyl-2,4-di (2-thienyl)-2,3-dihydro-1H-1,5-benzodiazepine and its application in construction of a highly selective and sensitive Ag+ membrane sensors Journal of the Brazilian Chemical Society. ,vol. 17, pp. 1217- 1222 ,(2006) , 10.1590/S0103-50532006000700004
Francoise M. Winnik, PHOTOPHYSICS OF PREASSOCIATED PYRENES IN AQUEOUS POLYMER SOLUTIONS AND IN OTHER ORGANIZED MEDIA Chemical Reviews. ,vol. 93, pp. 587- 614 ,(1993) , 10.1021/CR00018A001
Jun Soo Kim, Myung Gil Choi, Ki Cheol Song, Kyoung Tai No, Sangdoo Ahn, Suk-Kyu Chang, Ratiometric determination of Hg2+ ions based on simple molecular motifs of pyrene and dioxaoctanediamide. Organic Letters. ,vol. 9, pp. 1129- 1132 ,(2007) , 10.1021/OL070143R
Li Zhang, Xinguo Chen, Peng Xue, Herman H. Y. Sun, Ian D. Williams, K. Barry Sharpless, Valery V. Fokin, Guochen Jia, Ruthenium-catalyzed cycloaddition of alkynes and organic azides Journal of the American Chemical Society. ,vol. 127, pp. 15998- 15999 ,(2006) , 10.1021/JA054114S
B Valeur, Design principles of fluorescent molecular sensors for cation recognition Coordination Chemistry Reviews. ,vol. 205, pp. 3- 40 ,(2000) , 10.1016/S0010-8545(00)00246-0
Chul Soon Park, Jai Young Lee, Eun-Ju Kang, Ji-Eun Lee, Shim Sung Lee, A highly selective fluorescent chemosensor for silver(I) in water/ethanol mixture Tetrahedron Letters. ,vol. 50, pp. 671- 675 ,(2009) , 10.1016/J.TETLET.2008.11.090
Sha Huang, Ronald J. Clark, Lei Zhu, Highly Sensitive Fluorescent Probes for Zinc Ion Based on Triazolyl-Containing Tetradentate Coordination Motifs Organic Letters. ,vol. 9, pp. 4999- 5002 ,(2007) , 10.1021/OL702208Y