A new N-imidazolyl-1,8-naphthalimide based fluorescence sensor for fluoride detection

被引：65
作者：
Wang, Junqi [1 ]
Yang, Lingyun [1 ]
Hou, Chen [1 ]
Cao, Haishi [1 ]
机构：
[1] Univ Nebraska, Dept Chem, Kearney, NE 68849 USA
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2012年 / 10卷 / 31期
关键词：
SELECTIVE FLUORESCENT; ION SENSOR; CHEMOSENSOR; CHEMODOSIMETER; DERIVATIVES; CYCLIZATION; RECEPTORS; DYES; UREA;
D O I：
10.1039/c2ob25903f
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A chemosensor is reported with high sensitivity and selectivity for detection of fluoride anion. The recognition mechanism is attributed to a fluoride-triggered disruption of the hydrogen bond between imidazole and naphthalimide moieties, resulting in a noncoplanar geometry with low fluorescence.
引用
收藏
页码：6271 / 6274
页数：4
相关论文
共 49 条
[1]   Photochemical mechanisms responsible for the versatile application of naphthalimides and naphthaldiimides in biological systems [J].
Aveline, BM ;
Matsugo, S ;
Redmond, RW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (49) :11785-11795
[2]   Synthesis and ion sensing properties of new colorimetric and fluorimetric chemosensors based on bithienyl-imidazo-anthraquinone chromophores [J].
Batista, Rosa M. F. ;
Oliveira, Elisabete ;
Costa, Susana P. G. ;
Lodeiro, Carlos ;
Raposo, M. Manuela M. .
ORGANIC LETTERS, 2007, 9 (17) :3201-3204
[3]  
Beer PD, 2001, ANGEW CHEM INT EDIT, V40, P486, DOI 10.1002/1521-3773(20010202)40:3<486::AID-ANIE486>3.0.CO
[4]  
2-P
[5]   Facile Cyclization of Terphenyl to Triphenylene: A New Chemodosimeter for Fluoride Ions [J].
Bhalla, Vandana ;
Singh, Hardev ;
Kumar, Manoj .
ORGANIC LETTERS, 2010, 12 (03) :628-631
[6]   RETRACTED: A Core-Substituted Naphthalene Diimide Fluoride Sensor (Retracted Article) [J].
Bhosale, Sheshanath V. ;
Bhosale, Sidhanath V. ;
Kalyankar, Mohan B. ;
Langford, Steven J. .
ORGANIC LETTERS, 2009, 11 (23) :5418-5421
[7]   Matrix screening of substituted N-aryl-1,8-naphthalimides reveals new dual fluorescent dyes and unusually bright pyridine derivatives [J].
Cao, H ;
Chang, V ;
Hernandez, R ;
Heagy, MD .
JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (13) :4929-4934
[8]   Substituent effects on monoboronic acid sensors for saccharides based on N-phenyl-1,8-naphthalenedicarboximides [J].
Cao, H ;
McGill, T ;
Heagy, MD .
JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (09) :2959-2966
[9]   Monoboronic acid sensor that displays anomalous fluorescence sensitivity to glucose [J].
Cao, HS ;
Diaz, DI ;
DiCesare, N ;
Lakowicz, JR ;
Heagy, MD .
ORGANIC LETTERS, 2002, 4 (09) :1503-1505
[10]  
Chen HM, 2007, INDIAN J CHEM A, V46, P748
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