2-aza-1,3-butadiene derivatives featuring an anthracene or pyrene unit:: Highly selective colorimetric and fluorescent signaling of Cu2+ cation

被引:205
作者
Martinez, Rosario [1 ]
Zapata, Fabiola [1 ]
Caballero, Antonio [1 ]
Espinosa, Arturo [1 ]
Tarraga, Alberto [1 ]
Molina, Pedro [1 ]
机构
[1] Univ Murcia, Fac Quim, Dept Quim Organ, E-30100 Murcia, Spain
关键词
D O I
10.1021/ol0610791
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new probe based on an anthryl derivative bearing an azadiene side chain selectively senses Cu2+ in acetonitrile through two different channels: the yellow-to-orange color change and a remarkable enhancement of the fluorescence, whereas the pyrenyl analogous behaves as a fluorescent sensor for Cu2+ and Hg2+ in aqueous environment.
引用
收藏
页码:3235 / 3238
页数:4
相关论文
共 54 条
[1]   MOLECULAR FLUORESCENT SIGNALING WITH FLUOR SPACER RECEPTOR SYSTEMS - APPROACHES TO SENSING AND SWITCHING DEVICES VIA SUPRAMOLECULAR PHOTOPHYSICS [J].
BISSELL, RA ;
DE SILVA, AP ;
GUNARATNE, HQN ;
LYNCH, PLM ;
MAGUIRE, GEM ;
SANDANAYAKE, KRAS .
CHEMICAL SOCIETY REVIEWS, 1992, 21 (03) :187-195
[2]   Synthesis and solution structure analysis of a bispyrenyl bishydroxamate calix[4]arene-based receptor, a fluorescent chemosensor for Cu2+and Ni2+ metal ions [J].
Bodenant, B ;
Weil, T ;
Businelli-Pourcel, M ;
Fages, F ;
Barbe, B ;
Pianet, I ;
Laguerre, M .
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (19) :7034-7039
[3]   A two-channel molecular dosimeter for the optical detection of copper(II) [J].
Boiocchi, M ;
Fabbrizzi, L ;
Licchelli, M ;
Sacchi, D ;
Vázquez, M ;
Zampa, C .
CHEMICAL COMMUNICATIONS, 2003, (15) :1812-1813
[4]   A [RuII(bipy)3]-[1,9-diamino-3,7-diazanonane-4,6-dione] two-component system, as an efficient ON-OFF luminescent chemosensor for Ni2+ and Cu2+ in water, based on an ET (energy transfer) mechanism [J].
Bolletta, F ;
Costa, I ;
Fabbrizzi, L ;
Licchelli, M ;
Montalti, M ;
Pallavicini, P ;
Prodi, L ;
Zaccheroni, N .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1999, (09) :1381-1385
[5]   Multifunctional linear triferrocene derivatives linked by oxidizable bridges:: Optical, electronic, and cation sensing properties [J].
Caballero, A ;
Tárraga, A ;
Velasco, MD ;
Espinosa, A ;
Molina, P .
ORGANIC LETTERS, 2005, 7 (15) :3171-3174
[6]   An electroactive nitrogen-rich [4.4]ferrocenophane displaying redox-switchable behavior:: Selective sensing, complexation, and decomplexation of Mg2+ ions [J].
Caballero, A ;
Lloveras, V ;
Tárraga, A ;
Espinosa, A ;
Velasco, MD ;
Vidal-Gancedo, J ;
Rovira, C ;
Wurst, K ;
Molina, P ;
Veciana, J .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (13) :1977-1981
[7]   Selective fluorescence sensing of Li+ in an aqueous environment by a ferrocene-anthracene-linked dyad [J].
Caballero, A ;
Tormos, R ;
Espinosa, A ;
Velasco, MD ;
Tárraga, A ;
Miranda, MA ;
Molina, P .
ORGANIC LETTERS, 2004, 6 (24) :4599-4602
[8]   Luminescent sensors and switches in the early 21st century [J].
Callan, JF ;
de Silva, AP ;
Magri, DC .
TETRAHEDRON, 2005, 61 (36) :8551-8588
[9]  
CHOSH P, 1996, J AM CHEM SOC, V118, P1553
[10]  
CZARNIK JP, 1997, FLUORESCENT CHEMOSEN