A novel colorimetric and fluorometric anion sensor based on BODIPY-calix[4]pyrrole conjugate

被引:6
作者
Iv, Yongjun [1 ,2 ,4 ]
Xu, Jian [1 ,2 ]
Guo, Yong [1 ,2 ]
Shao, Shijun [1 ,2 ,3 ]
机构
[1] Chinese Acad Sci, Lanzhou Inst Chem Phys, Key Lab Chem North West Plant Resources, Lanzhou 730000, Peoples R China
[2] Chinese Acad Sci, Lanzhou Inst Chem Phys, Key Lab Nat Med Gansu Prov, Lanzhou 730000, Peoples R China
[3] Chinese Acad Sci, Lanzhou Inst Chem Phys, State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730000, Peoples R China
[4] Chinese Acad Sci, Grad Sch, Beijing 100039, Peoples R China
基金
中国国家自然科学基金;
关键词
Calix[4]pyrrole; BODIPY; Fluorescence; Colorimetric; Anion sensor; FLUORESCENT CHEMOSENSOR; ENERGY-TRANSFER; BODIPY DYES; BORON; CALIXPYRROLES; RECEPTORS; POLARITY; SOLVENT; DESIGN; ION;
D O I
10.1007/s10847-011-9946-1
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel fluorescent anion sensor 1 based on boradiazaindacenes (BODIPY) derivative was synthesized and its absorption and fluorescence properties were investigated in various solvents. 1 exhibited a red shift of absorption spectrum and fluorescence quenching in varying degree in the presence of F-, AcO-, H2PO4 (-) and Cl- due to multiple hydrogen bonding interactions between these anions and calix[4]pyrrole receptor. As an anion sensor in the visible region, 1 displayed the similar selectivity and sensitivity toward anions compared to the parent calix[4]pyrrole. However, 1 can be used as an effective dual responsive optical sensor for F- via chromogenical and fluorogenical signals.
引用
收藏
页码:95 / 101
页数:7
相关论文
共 33 条
  • [1] The synthesis of N-derivatives of 3-aminoperylene and their absorption and fluorescence properties
    Almonasy, Numan
    Nepras, Milos
    Hykova, Sarka
    Lycka, Antonin
    Cermak, Jiri
    Dvorak, Miroslav
    Michl, Martin
    [J]. DYES AND PIGMENTS, 2009, 82 (02) : 164 - 170
  • [2] Anion receptors that contain metals as structural units
    Amendola, Valeria
    Fabbrizzi, Luigi
    [J]. CHEMICAL COMMUNICATIONS, 2009, (05) : 513 - 531
  • [3] Second generation calixpyrrole anion sensors
    Anzenbacher, P
    Jursíková, K
    Sessler, JL
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (38) : 9350 - 9351
  • [4] Solvent and pH dependent fluorescent properties of a dimethylaminostyryl borondipyrromethene dye in solution
    Baruah, Mukulesh
    Qin, Wenwu
    Flors, Cristina
    Hofkens, Johan
    Valle, Renaud A. L.
    Beljonne, David
    Van der Auweraer, Mark
    De Borggraeve, Wim M.
    Boens, Noel
    [J]. JOURNAL OF PHYSICAL CHEMISTRY A, 2006, 110 (18) : 5998 - 6009
  • [5] Anion receptor chemistry: highlights from 2007
    Caltagirone, Claudia
    Gale, Philip A.
    [J]. CHEMICAL SOCIETY REVIEWS, 2009, 38 (02) : 520 - 563
  • [6] EFFECT OF SOLVENT POLARITY ON NONRADIATIVE PROCESSES IN XANTHENE DYES - RHODAMINE-B IN NORMAL ALCOHOLS
    CASEY, KG
    QUITEVIS, EL
    [J]. JOURNAL OF PHYSICAL CHEMISTRY, 1988, 92 (23) : 6590 - 6594
  • [7] Conners K.A., 1987, BINDING CONSTANTS ME
  • [8] Ion sensing coupled to resonance energy transfer: A highly selective and sensitive ratiometric fluorescent chemosensor for Ag(I) by a modular approach
    Coskun, A
    Akkaya, EU
    [J]. 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
    Coskun, A
    Baytekin, BT
    Akkaya, EU
    [J]. TETRAHEDRON LETTERS, 2003, 44 (30) : 5649 - 5651
  • [10] A monostyryl-boradiazaindacene (BODIPY) derivative as colorimetric and fluorescent probe for cyanide ions
    Ekmekci, Zeynep
    Yilmaz, M. Deniz
    Akkaya, Engin U.
    [J]. ORGANIC LETTERS, 2008, 10 (03) : 461 - 464