Bis(2-pyridyl)-substituted boratriazaindacene as an NIR-emitting chemosensor for Hg(II)

被引:236
作者
Coskun, Ali [1 ]
Yilmaz, M. Deniz [1 ]
Akkaya, Engin U. [1 ]
机构
[1] Middle E Tech Univ, Dept Chem, TR-06531 Ankara, Turkey
关键词
D O I
10.1021/ol062867t
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Aryl-substituted boratriazaindacenes (Aza-Bodipy's) are a new class of dyes with long wavelength absorption and emissions. We now report the first application of these dyes in metal ion sensing. 2-Pyridyl substituents at positions 1 and 7 create a well-defined pocket for metal ion binding. The chemosensor described here is selective for Hg(II) ions, and both absorption and emission spectra display large changes that would allow ratiometric sensing.
引用
收藏
页码:607 / 609
页数:3
相关论文
共 36 条
[1]   Water soluble distyryl-boradiazaindacenes as efficient photosensitizers for photodynamic therapy [J].
Atilgan, Serdar ;
Ekmekci, Zeynep ;
Dogan, A. Lale ;
Guc, Dicle ;
Akkaya, Engin U. .
CHEMICAL COMMUNICATIONS, 2006, (42) :4398-4400
[2]   A highly potassium-selective ratiometric fluorescent indicator based on BODIPY azacrown ether excitable with visible light [J].
Baruah, M ;
Qin, WW ;
Vallée, RAL ;
Beljonne, D ;
Rohand, T ;
Dehaen, W ;
Boens, N .
ORGANIC LETTERS, 2005, 7 (20) :4377-4380
[3]   On the development of sensor molecules that display FeIII-amplified fluorescence [J].
Bricks, JL ;
Kovalchuk, A ;
Trieflinger, C ;
Nofz, M ;
Büschel, M ;
Tolmachev, AI ;
Daub, J ;
Rurack, K .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (39) :13522-13529
[4]  
BURHART A, 2000, CHEM COMMUN, P2203
[5]   Luminescent sensors and switches in the early 21st century [J].
Callan, JF ;
de Silva, AP ;
Magri, DC .
TETRAHEDRON, 2005, 61 (36) :8551-8588
[6]   4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) dyes modified for extended conjugation and restricted bond rotations [J].
Chen, J ;
Burghart, A ;
Derecskei-Kovacs, A ;
Burgess, K .
JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (10) :2900-2906
[7]   Effective PET and ICT switching of boradiazaindacene emission: A unimolecular, emission-mode, molecular half-subtractor with reconfigurable logic gates [J].
Coskun, A ;
Deniz, E ;
Akkaya, EU .
ORGANIC LETTERS, 2005, 7 (23) :5187-5189
[8]   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
[9]   Novel fluorescent chemosensor for anions via modulation of oxidative PET: a remarkable 25-fold enhancement of emission [J].
Coskun, A ;
Baytekin, BT ;
Akkaya, EU .
TETRAHEDRON LETTERS, 2003, 44 (30) :5649-5651
[10]   Signal ratio amplification via modulation of resonance energy transfer: Proof of principle in an emission ratiometric Hg(II) sensor [J].
Coskun, Ali ;
Akkaya, Engin U. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (45) :14474-14475