New 2,2′:6′,2"-terpyridines as colorimetric and fluorescent sensors for fluoride ions

被引:24
作者
Cao, Qian-Yong [1 ]
Li, Ming [1 ]
Zhou, Li [1 ]
Wang, Zhong-Wei [2 ]
机构
[1] Nanchang Univ, Dept Chem, Nanchang 330031, Peoples R China
[2] Shandong Univ Sci & Technol, Coll Mat Sci & Technol, Qingdao 266590, Peoples R China
关键词
INTRAMOLECULAR PROTON-TRANSFER; PHOTOPHYSICAL PROPERTIES; ANION RECOGNITION; DRINKING-WATER; TRANSFER ESIPT; SCHIFF-BASE; STATE; RECEPTOR; COMPLEXATION; CHEMOSENSORS;
D O I
10.1039/c3ra45143g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Two new 2,2':6',2 ''-terpyridine receptors bearing phenol groups, 1 and 2, have been prepared by coupling 4'-(4-aminophenyl)-2,2':6',2 ''-terpyridine with salicylaldehyde or 4-hydroxybenzaldehyde. Both receptors show colorimetric and fluorescent response to F- over other anions in organic solvent. In addition, a strong intramolecular N center dot center dot center dot H-O hydrogen bond was found in 1, which is attributed to its weaker binding ability to F- than that of 2, and an Excited-State Intramolecular Proton Transfer (ESIPT) emission quenching process.
引用
收藏
页码:4041 / 4046
页数:6
相关论文
共 58 条
[1]   Cyclo[2]benzimidazole: luminescence turn-on sensing of anions [J].
Abraham, Yael ;
Salman, Husein ;
Suwinska, Kinga ;
Eichen, Yoav .
CHEMICAL COMMUNICATIONS, 2011, 47 (21) :6087-6089
[2]   What anions do to N-H-containing receptors [J].
Amendola, Valeria ;
Esteban-Gomez, David ;
Fabbrizzi, Luigi ;
Licchelli, Maurizio .
ACCOUNTS OF CHEMICAL RESEARCH, 2006, 39 (05) :343-353
[3]   The Interaction of Fluoride with Fluorogenic Ureas: An ON1-OFF-ON2 Response [J].
Amendola, Valeria ;
Bergamaschi, Greta ;
Boiocchi, Massimo ;
Fabbrizzi, Luigi ;
Mosca, Lorenzo .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (16) :6345-6355
[4]   Fluoride in drinking water: A review on the status and stress effects [J].
Ayoob, S. ;
Gupta, A. K. .
CRITICAL REVIEWS IN ENVIRONMENTAL SCIENCE AND TECHNOLOGY, 2006, 36 (06) :433-487
[5]   Age-specific fluoride exposure in drinking water and osteosarcoma (United States) [J].
Bassin, EB ;
Wypij, D ;
Davis, RB ;
Mittleman, MA .
CANCER CAUSES & CONTROL, 2006, 17 (04) :421-428
[6]  
Beer PD, 2001, ANGEW CHEM INT EDIT, V40, P486, DOI 10.1002/1521-3773(20010202)40:3<486::AID-ANIE486>3.0.CO
[7]  
2-P
[8]   A tripodal receptor bearing catechol groups for the chromogenic sensing of F- ions via frozen proton transfer [J].
Bhardwaj, Vimal K. ;
Hundal, Maninder Singh ;
Hundal, Geeta .
TETRAHEDRON, 2009, 65 (41) :8556-8562
[9]   Visible and near-infrared sensing of fluoride by indole conjugated urea/thiourea ligands [J].
Bose, Purnandhu ;
Ghosh, Pradyut .
CHEMICAL COMMUNICATIONS, 2010, 46 (17) :2962-2964
[10]   Highlights on contemporary recognition and sensing of fluoride anion in solution and in the solid state [J].
Cametti, Massimo ;
Rissanen, Kari .
CHEMICAL SOCIETY REVIEWS, 2013, 42 (05) :2016-2038