A Coumarin-Based Chromogenic Sensor for Transition-Metal Ions Showing Ion-Dependent Bathochromic Shift

被引:57
作者
Lin, Weiying [1 ]
Yuan, Lin [1 ]
Cao, Xiaowei [1 ]
Tan, Wen [1 ]
Feng, Yanming [1 ]
机构
[1] Hunan Univ, State Key Lab Chemo Biosensing & Chemometr, Coll Chem & Chem Engn, Changsha 410082, Hunan, Peoples R China
关键词
Sensors; Transition metals; N; O ligands; Charge transfer; Coumarins;
D O I
10.1002/ejoc.200800667
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Coumarin pyridyl ketone I was designed and synthesized as a new chromogenic sensor for transition-metal ions. Remarkably, the chemosensor showed ion discrimination by exhibiting different extents of bathochromic shifts: 118 nm for Cu2+, 80 nm for Ni2+, and 55 nm for Cd2+. This ion-dependent red-shift in the visible region allows the selective detection of these three transition-metal ions by the naked eye. Studies of reference compounds and IR and NMR spectroscopy revealed that the pyridyl ketone moiety was the metal-binding site, whereas the carbonyl group on the coumarin moiety did not participate in the metal-binding process. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)
引用
收藏
页码:4981 / 4987
页数:7
相关论文
共 50 条
[1]  
Alloway B. J., 1999, CADMIUM SOILS PLANT
[2]   A SPECTROPHOTOMETRIC INVESTIGATION OF THE INTERACTION OF IODINE WITH AROMATIC HYDROCARBONS [J].
BENESI, HA ;
HILDEBRAND, JH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1949, 71 (08) :2703-2707
[3]   ION-RESPONSIVE FLUORESCENT COMPOUNDS .4. EFFECT OF CATION BINDING ON THE PHOTOPHYSICAL PROPERTIES OF A COUMARIN LINKED TO MONOAZA-CROWN AND DIAZA-CROWN ETHERS [J].
BOURSON, J ;
POUGET, J ;
VALEUR, B .
JOURNAL OF PHYSICAL CHEMISTRY, 1993, 97 (17) :4552-4557
[4]   Highly selective chromogenic and redox or fluorescent sensors of Hg2+ in aqueous environment based on 1,4-disubstituted azines [J].
Caballero, A ;
Martínez, R ;
Lloveras, V ;
Ratera, I ;
Vidal-Gancedo, J ;
Wurst, K ;
Tárraga, A ;
Molina, P ;
Veciana, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (45) :15666-15667
[5]   Determination of total mercury in human hair and animal fur by combustion atomic absorption spectrometry [J].
Cizdziel, JV ;
Gerstenberger, S .
TALANTA, 2004, 64 (04) :918-921
[6]   Enhanced metal ion selectivity of 2,9-di-(pyrid-2-yl)-1,10-phenanthroline and its use as a fluorescent sensor for cadmium(II) [J].
Cockrell, Gregory M. ;
Zhang, Gang ;
VanDerveer, Donald G. ;
Thummel, Randolph P. ;
Hancock, Robert D. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (04) :1420-1430
[7]   Signaling recognition events with fluorescent sensors and switches [J].
de Silva, AP ;
Gunaratne, HQN ;
Gunnlaugsson, T ;
Huxley, AJM ;
McCoy, CP ;
Rademacher, JT ;
Rice, TE .
CHEMICAL REVIEWS, 1997, 97 (05) :1515-1566
[8]   Complex ions. II. The stability and activity coefficients of the silver-ammonia ion [J].
Derr, PF ;
Stockdale, RM ;
Vosburgh, WC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1941, 63 :2670-2674
[9]   Determination of methylmercury in human hair by ethylation followed by headspace solid-phase microextraction-gas chromatography-cold-vapour atomic fluorescence spectrometry [J].
Díez, S ;
Bayona, JM .
JOURNAL OF CHROMATOGRAPHY A, 2002, 963 (1-2) :345-351
[10]   Atomic absorption spectroscopy for mercury, automated by sequential injection and miniaturized in lab-on-valve system [J].
Erxleben, H ;
Ruzicka, J .
ANALYTICAL CHEMISTRY, 2005, 77 (16) :5124-5128