Acyclic halogen and hydrogen bonding diquat-containing receptors for the electrochemical sensing of anions

被引:24
|
作者
Mullaney, Benjamin R. [1 ]
Cunningham, Matthew J. [2 ]
Davis, Jason J. [2 ]
Beer, Paul D. [1 ]
机构
[1] Univ Oxford, Dept Chem, Chem Res Lab, Mansfield Rd, Oxford OX1 3TA, England
[2] Phys & Theoret Chem Lab, South Parks Rd, Oxford OX1 3QZ, England
基金
欧洲研究理事会;
关键词
Diquat; Anion recognition; Sensing; Electrochemistry; Host-guest; COLORIMETRIC CHEMOSENSORS; IMIDAZOLIUM RECEPTORS; CHEMISTRY HIGHLIGHTS; DONOR GROUPS; RECOGNITION; TRIAZOLE; FLUORESCENT; CHLORIDE; BINDING; WATER;
D O I
10.1016/j.poly.2016.03.006
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The first examples of halogen and hydrogen bonding anion receptors containing the redox-active dicationic diquat motif and their anion recognition and electrochemical sensing properties are described. The acyclic receptors demonstrated strong binding affinities for halide anions in competitive solvents, with the most potent anion binding behaviour observed for the halogen bonding analogue. The redox-active diquat group is shown to be an effective electrochemical sensing probe, undergoing significant cathodic perturbations of the diquat(2+)idiquat(+)-redox couple upon the addition of halides. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码:20 / 25
页数:6
相关论文
共 50 条
  • [31] Electrochemical response to anions in acetonitrile by neutral molecular receptors containing ferrocene, amide and amine moieties
    Chen, Z
    Graydon, AR
    Beer, PD
    JOURNAL OF THE CHEMICAL SOCIETY-FARADAY TRANSACTIONS, 1996, 92 (01): : 97 - 102
  • [32] Electrochemical response to anions by neutral ferrocenyl receptors containing 2,2′-bipyridyl arms
    Buda, M
    Ion, A
    Moutet, JC
    Saint-Aman, E
    Ziessel, R
    JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 1999, 469 (02): : 132 - 138
  • [33] Molecular assemblies from imidazolyl-containing haloalkenes and haloalkynes: Competition between halogen and hydrogen bonding
    Bouchmella, Karim
    Boury, Bruno
    Dutremez, Sylvain G.
    van der Lee, Arie
    CHEMISTRY-A EUROPEAN JOURNAL, 2007, 13 (21) : 6130 - 6138
  • [34] Selective Anion Sensing by Chiral Macrocyclic Receptors with Multiple Hydrogen-Bonding Sites
    Ema, Tadashi
    Okuda, Keiichi
    Watanabe, Sagiri
    Yamasaki, Takayuki
    Minami, Tsuyoshi
    Esipenko, Nina A.
    Anzenbacher, Pavel, Jr.
    ORGANIC LETTERS, 2014, 16 (05) : 1302 - 1305
  • [35] Halogen- and hydrogen-bonding triazole-functionalised porphyrin-based receptors for anion recognition
    Gilday, Lydia C.
    White, Nicholas G.
    Beer, Paul D.
    DALTON TRANSACTIONS, 2013, 42 (44) : 15766 - 15773
  • [36] Electrochemical characterization of hydrogen-bonding complexation between indoline and nitrogen containing bases
    Peters, Andrea J.
    Rainka, Matthew P.
    Krishnan, Lakshmi
    Laramie, Sydney
    Dodd, Matthew
    Reimer, Jeffrey A.
    JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 2013, 691 : 57 - 65
  • [37] Mechanochemistry and cocrystallization of 3-iodoethynylbenzoic acid with nitrogen-containing heterocycles: concurrent halogen and hydrogen bonding
    Szell, Patrick M. J.
    Dragon, Julien
    Zablotny, Scott
    Harrigan, Stephen R.
    Gabidullin, Bulat
    Bryce, David L.
    NEW JOURNAL OF CHEMISTRY, 2018, 42 (13) : 10493 - 10501
  • [38] An anion sensing photonic gel by hydrogen bonding of anions to the N-allyl-N′-ethyl urea receptor
    Kim, Bomin
    Kim, Young-Hee
    Kim, Youkyung
    Kang, Jongmin
    Lee, Wonmok
    JOURNAL OF MATERIALS CHEMISTRY A, 2014, 2 (16) : 5682 - 5687
  • [39] A pyrrole-containing cleft-type halogen bonding receptor for oxoanion recognition and sensing in aqueous solvent media
    Lim, Jason Y. C.
    Beer, Paul D.
    NEW JOURNAL OF CHEMISTRY, 2018, 42 (13) : 10472 - 10475
  • [40] Merocyanine dyes containing imide functional groups:: Synthesis and studies on hydrogen bonding to melamine receptors
    Würthner, F
    Yao, S
    JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (23): : 8943 - 8949