Role of positional isomers on receptor-anion binding and evidence for resonance energy transfer

被引:55
作者
Jose, D. Amilan [1 ]
Kumar, D. Krishna [1 ]
Kar, Prasenjit [1 ]
Verma, Sandeep [2 ]
Ghosh, Amrita [1 ]
Ganguly, Bishwajit [1 ]
Ghosh, Hirendra N. [2 ]
Das, Amitava [1 ]
机构
[1] Cent Salt & Marine Chem Res Inst, Bhavnagar 364002, Gujarat, India
[2] Bhabha Atom Res Ctr, Div Radiat & Photochem, Bombay, Maharashtra, India
关键词
D O I
10.1016/j.tet.2007.09.008
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
New urea-based sensors show a strong affinity for F-, CH3COO-, and H2PO4- with an appreciable color change in the presence of excess F-. The position of the nitro group in the urea derivative influences the relative affinity toward anionic analytes. Spectral and ab initio studies showed the difference in the deprotonation sites for the ortho- and meta/para-isomers in these cases. Photophysical studies confirmed the resonance energy transfer in the case of the ortho-isomer. The ortho-isomer can act as a dual emission probe for F-. (C) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:12007 / 12014
页数:8
相关论文
共 59 条
  • [1] Metal-controlled assembly and selectivity of a urea-based anion receptor
    Amendola, Valeria
    Boiocchi, Massimo
    Colasson, Benoit
    Fabbrizzi, Luigi
    [J]. INORGANIC CHEMISTRY, 2006, 45 (16) : 6138 - 6147
  • [2] What anions do to N-H-containing receptors
    Amendola, Valeria
    Esteban-Gomez, David
    Fabbrizzi, Luigi
    Licchelli, Maurizio
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 2006, 39 (05) : 343 - 353
  • [3] A density functional study towards the preferential binding of anions to urea and thiourea
    Amilan Jose, D.
    Singh, Ajeet
    Das, Amitava
    Ganguly, Bishwajit
    [J]. TETRAHEDRON LETTERS, 2007, 48 (21) : 3695 - 3698
  • [4] Anzenbacher P, 2000, J AM CHEM SOC, V122, P10268
  • [5] Beer PD, 2001, ANGEW CHEM INT EDIT, V40, P486, DOI 10.1002/1521-3773(20010202)40:3<486::AID-ANIE486>3.3.CO
  • [6] 2-G
  • [7] Bevington R., 1969, DATA REDUCTION ERROR
  • [8] Bianchi E., 1997, SUPRAMOLECULAR CHEM
  • [9] Anion-induced urea deprotonation
    Boiocchi, M
    Del Boca, L
    Esteban-Gómez, D
    Fabbrizzi, L
    Licchelli, M
    Monzani, E
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2005, 11 (10) : 3097 - 3104
  • [10] Nature of urea-fluoride interaction:: Incipient and definitive proton transfer
    Boiocchi, M
    Del Boca, L
    Gómez, DE
    Fabbrizzi, L
    Licchelli, M
    Monzani, E
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (50) : 16507 - 16514