New BODIPY derivatives as OFF-ON fluorescent chemosensor and fluorescent chemodosimeter for Cu2+:: Cooperative selectivity enhancement toward Cu2+

被引:362
作者
Qi, X
Jun, EJ
Xu, L
Kim, SJ
Hong, JSJ
Yoon, YJ
Yoon, JY
机构
[1] Ewha Womans Univ, Dept Chem, Seoul 120750, South Korea
[2] Ewha Womans Univ, Div Nano Sci, Seoul 120750, South Korea
[3] Seoul Natl Univ, Interdisciplinary Program Biochem Engn & Biotechn, Seoul 151742, South Korea
关键词
D O I
10.1021/jo052542a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
New 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) derivatives (1 and 2) were synthesized as an "off-on" fluorescent chemosensor and fluorescent chemodosimeter for Cu2+ and Pb2+. Compound 1 displayed selective and large chelation enhanced fluorescence effects with Pb2+ and Cu2+ among the metal ions examined. On the other hand, compound 2, a fluorescent chemodosimeter, effectively recognized Cu2+ via a selective hydrolysis of the acetyl group.
引用
收藏
页码:2881 / 2884
页数:4
相关论文
共 35 条
[1]  
[Anonymous], 1987, BINDING CONSTANTS
[2]   BODIPY-based hydroxyaryl derivatives as fluorescent pH probes [J].
Baruah, M ;
Qin, WW ;
Basaric, N ;
De Borggraeve, WM ;
Boens, N .
JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (10) :4152-4157
[3]   New ON-OFF type Ca2+-selective fluoroionophore having boron-dipyrromethene fluorophores [J].
Cha, NR ;
Moon, SY ;
Chang, SK .
TETRAHEDRON LETTERS, 2003, 44 (45) :8265-8268
[4]  
Chae MY, 1996, J MOL RECOGNIT, V9, P297, DOI 10.1002/(SICI)1099-1352(199607)9:4<297::AID-JMR335>3.0.CO
[5]  
2-6
[6]   A highly selective fluorescent chemosensor for lead ions [J].
Chen, CT ;
Huang, WP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (22) :6246-6247
[7]   Ion sensing coupled to resonance energy transfer: A highly selective and sensitive ratiometric fluorescent chemosensor for Ag(I) by a modular approach [J].
Coskun, A ;
Akkaya, EU .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (30) :10464-10465
[8]   Difluorobora-s-diazaindacene dyes as highly selective dosimetric reagents for fluoride anions [J].
Coskun, A ;
Akkaya, EU .
TETRAHEDRON LETTERS, 2004, 45 (25) :4947-4949
[9]  
Czarnik A.W., 1993, INSTRUM SCI TECHNOL, DOI DOI 10.1080/10739149408001201
[10]   CHEMICAL COMMUNICATION IN WATER USING FLUORESCENT CHEMOSENSORS [J].
CZARNIK, AW .
ACCOUNTS OF CHEMICAL RESEARCH, 1994, 27 (10) :302-308