Enhancing the enantioselective recognition and sensing of chiral anions by halogen bonding

被引:65
|
作者
Lim, Jason Y. C. [1 ]
Marques, Igor [2 ,3 ]
Ferreira, Liliana [3 ]
Felix, Vitor [2 ,3 ]
Beer, Paul D. [1 ]
机构
[1] Univ Oxford, Dept Chem, Chem Res Lab, Mansfield Rd, Oxford OX1 3TA, England
[2] Univ Aveiro, CICECO Aveiro Inst Mat, Dept Chem, P-3810193 Aveiro, Portugal
[3] Univ Aveiro, iBiMED Inst Biomed, Dept Med Sci, P-3810193 Aveiro, Portugal
关键词
AMINO-ACIDS; RECEPTORS; WATER; EXPLORATION;
D O I
10.1039/c6cc01701k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Chiral halogen bonding (S)-BINOL-based receptors are demonstrated to enhance the enantioselective recognition and sensing of chiral anions compared to their hydrogen bonding analogues. Computational studies attribute this behaviour to the strict linearity of halogen bonding (XB) and steric environment conferred by the XB donor groups bridged by the (S)-BINOL motif.
引用
收藏
页码:5527 / 5530
页数:4
相关论文
共 50 条
  • [31] Halogen Bonding lonophore for Potentiometric Iodide Sensing
    Seah, Georgina E. K. K.
    Tan, Angeline Y. X.
    Neo, Zhi Hao
    Lim, Jason Y. C.
    Goh, Shermin S.
    ANALYTICAL CHEMISTRY, 2021, 93 (46) : 15543 - 15549
  • [32] Coordination chemistry of anions through halogen-bonding interactions
    Fourmigue, Marc (marc.fourmigue@univ-rennes1.fr), 1600, International Union of Crystallography, 5 Abbey Square, Chester, CH1 2HU, United Kingdom (73):
  • [33] Coordination chemistry of anions through halogen-bonding interactions
    Fourmigué, Marc
    Acta Crystallographica Section B: Structural Science, Crystal Engineering and Materials, 2017, 73 (02) : 138 - 139
  • [34] Coordination chemistry of anions through halogen-bonding interactions
    Fourmigue, Marc
    ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE CRYSTAL ENGINEERING AND MATERIALS, 2017, 73 : 138 - 139
  • [35] A Halogen Bonding 1,3-Disubstituted Ferrocene Receptor for Recognition and Redox Sensing of Azide
    Lim, Jason Y. C.
    Beer, Paul D.
    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2017, (02) : 220 - 224
  • [36] Enantioselective Recognition by Chiral Supramolecular Gels
    Zhang, Li
    Jin, Qingxian
    Liu, Minghua
    CHEMISTRY-AN ASIAN JOURNAL, 2016, 11 (19) : 2642 - 2649
  • [37] Anion Recognition in Solution via Halogen Bonding
    Taylor, Mark S.
    HALOGEN BONDING II: IMPACT ON MATERIALS CHEMISTRY AND LIFE SCIENCES, 2015, 359 : 27 - 48
  • [38] Advantages of organic halogen bonding for halide recognition
    Wageling, Nicholas B.
    Neuhaus, George F.
    Rose, Ariana M.
    Decato, Daniel A.
    Berryman, Orion B.
    SUPRAMOLECULAR CHEMISTRY, 2016, 28 (7-8) : 665 - 672
  • [39] Bidentate Chiral Bis(imidazolium)-Based Halogen-Bond Donors: Synthesis and Applications in Enantioselective Recognition and Catalysis
    Sutar, Revannath L.
    Engelage, Elric
    Stoll, Raphael
    Huber, Stefan M.
    Advanced Materials, 2020, 132 (17): : 6872 - 6877
  • [40] Bidentate Chiral Bis(imidazolium)-Based Halogen-Bond Donors: Synthesis and Applications in Enantioselective Recognition and Catalysis
    Sutar, Revannath L.
    Engelage, Elric
    Stoll, Raphael
    Huber, Stefan M.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2020, 59 (17) : 6806 - 6810