A colorimetric anion sensing system utilising competitive C-H•••X- hydrogen bonding

被引:5
|
作者
Sato, Kiyoshi [1 ]
Okabe, Yuko [1 ]
Onitake, Tomomi [1 ]
Yamaguchi, Motowo [1 ]
Arai, Sadao [2 ]
Yamagishi, Takamichi [1 ]
机构
[1] Tokyo Metropolitan Univ, Grad Sch Urban Environm Sci, Dept Appl Chem, Tokyo 1920397, Japan
[2] Tokyo Med Univ, Dept Chem, Shinjyuku Ku, Tokyo, Japan
关键词
anion recognition; imidazolium; competitive binding; C-H hydrogen bonding; colorimetric anion sensing; DYES; INDICATORS; RECEPTORS; COMPLEXES; LEADS; RING;
D O I
10.1080/10610278.2010.521839
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Combination of tripodal imidazolium-based anion receptor 1 and azonia betaine dye 2 has enabled a colorimetric detection of halide ions by competitive binding. The imidazolium groups of receptor 1 interact with the phenoxy oxygen of betaine dye 2 in acetonitrile solution by multiple [C-H...O-] hydrogen bonds. Consequently, the blue-coloured solution of the dye immediately turns to greenish yellow upon addition of receptor 1 due to the receptor-dye complex formation. The reversed colour change, which is caused by displacement of guests, is observed by the addition of Cl-, Br- or I- anions to the receptor-dye complex solution.
引用
收藏
页码:249 / 251
页数:3
相关论文
共 50 条
  • [31] The contribution of polar C-H hydrogen bonds to anion binding
    Choi, Yusun
    Kim, Taehoon
    Jang, Soonmin
    Kang, Jongmin
    NEW JOURNAL OF CHEMISTRY, 2016, 40 (01) : 794 - 802
  • [32] A C-H•••O=C hydrogen bond?: Intramolecular hydrogen bonding in a novel semirubin
    Huggins, MT
    Lightner, DA
    JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (25): : 8402 - 8410
  • [33] Non-Classical C-H•••X Hydrogen Bonding and Its Role in Asymmetric Organocatalysis
    Ajitha, Manjaly J.
    Huang, Kuo-Wei
    SYNTHESIS-STUTTGART, 2016, 48 (20): : 3449 - 3458
  • [34] INFRARED STUDY OF CATION C-H TO ANION HYDROGEN-BONDING AND CRYSTAL HABIT IN TETRAMETHYLAMMONIUM ION SALTS
    HARMON, KM
    GENNICK, I
    MADEIRA, SL
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1974, : 31 - 31
  • [35] A SURVEY OF C-H GROUPS AS PROTON DONORS IN HYDROGEN BONDING
    ALLERHAND, A
    SCHLEYER, PV
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1963, 85 (12) : 1715 - +
  • [36] π-Complexation and C-H hydrogen bonding in the formation of colored cocrystals
    Bosch, Eric
    Moreno, Bryce S.
    Bowling, Nathan P.
    ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 2023, 79 (Pt 4): : 149 - +
  • [37] June Sutor and the C-H ••• O hydrogen bonding controversy
    Schwalbe, Carl H.
    CRYSTALLOGRAPHY REVIEWS, 2012, 18 (03) : 189 - 204
  • [38] C-X•••π halogen and C-H•••π hydrogen bonding: interactions of CF3X (X = Cl, Br, I or H) with ethene and propene
    Hauchecorne, Dieter
    Nagels, Nick
    van der Veken, Benjamin J.
    Herrebout, Wouter A.
    PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2012, 14 (02) : 681 - 690
  • [39] F or O, Which One Is the Better Hydrogen Bond (Is It?) Acceptor in C-H•••X-C (X- = F-, O=) Interactions
    Saha, Binoy K.
    Saha, Arijit
    Sharada, Durgam
    Rather, Sumair A.
    CRYSTAL GROWTH & DESIGN, 2018, 18 (01) : 1 - 6
  • [40] Influence of substituents on the strength of aryl C-H•••anion hydrogen bonds
    Bryantsev, VS
    Hay, BP
    ORGANIC LETTERS, 2005, 7 (22) : 5031 - 5034