Novel Ionophores with 2n-Crown-n Topology: Anion Sensing via Pure Aliphatic C-H•••Anion Hydrogen Bonding

被引:25
|
作者
Shi, Genggongwo [1 ]
Gadhe, Changdev G. [2 ]
Park, Sung-Woo [1 ]
Kim, Kwang S. [1 ]
Kang, Jongmin [3 ]
Seema, Humaira [1 ]
Singh, N. Jiten [1 ]
Cho, Seung Joo [2 ,4 ]
机构
[1] Pohang Univ Sci & Technol, Dept Chem, Pohang 790784, South Korea
[2] Chosun Univ, Dept Bionew Drug Dev, Kwangju 501759, South Korea
[3] Sejong Univ, Dept Chem, Seoul 143747, South Korea
[4] Chosun Univ, Coll Med, Dept Cellular Mol Med, Kwangju 501759, South Korea
关键词
RECEPTORS; RECOGNITION; COMPLEXES;
D O I
10.1021/ol402819m
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of novel coronands having a 2n-crown-n topology based on trioxane (6-crown-3) derivatives are designed and characterized. These neutral hosts can sense anions through pure aliphatic C-H hydrogen bonding (HB) in condensed phases due to the unusual topology of 2n-crown-n. C-H bonds are strongly polarized by two adjacent oxygen atoms in this scaffold. These hosts provide a rare opportunity to modulate anion binding strength by changing the electronic nature of aliphatic C-H bonds and offer ease of synthesis.
引用
收藏
页码:334 / 337
页数:4
相关论文
共 50 条
  • [31] 3-D Framework {[Cu(L)nX][X] (H2O)2} L= bipy,n=2 Constructed through C-H••••Cl Hydrogen bondings and π-π interactions
    Li Yufeng
    MATERIAL SCIENCE AND ADVANCED TECHNOLOGIES IN MANUFACTURING, 2014, 852 : 132 - 136
  • [32] The Coordination Behaviour of the Peroxodisulfate Anion with Group XII Metal Ions: [Zn(H2O)(C12H8N2)2(S2O8)]•H2O and Related Compounds
    Harvey, Miguel A.
    Diaz de Vivar, Maria E.
    Baggio, Ricardo
    Baggio, Sergio
    JOURNAL OF CHEMICAL CRYSTALLOGRAPHY, 2011, 41 (11) : 1717 - 1721
  • [33] Novel benzimidazolium-urea-based macrocyclic fluorescent sensors: synthesis, ratiometric sensing of H2PO4- and improvement of the anion binding performance via a synergistic binding strategy
    Zhang, Dawei
    Jiang, Xiaozhi
    Yang, Haiqiang
    Su, Zhao
    Gao, Enqing
    Martinez, Alexandre
    Gao, Guohua
    CHEMICAL COMMUNICATIONS, 2013, 49 (55) : 6149 - 6151
  • [34] g-C3N4 Hydrogen-Bonding Viologen for Significantly Enhanced Visible-Light Photocatalytic H2 Evolution
    Liu, Ya-Nan
    Shen, Cong-Cong
    Jiang, Nan
    Zhao, Zhi-Wei
    Zhou, Xiao
    Zhao, Sheng-Jie
    Xu, An-Wu
    ACS CATALYSIS, 2017, 7 (12): : 8228 - 8234
  • [35] Supramolecular assemblies of tetrafluoroterephthalic acid and N heterocycles via various strong hydrogen bonds and weak C-H•••F interactions: Synthons cooperation, robust motifs and structural diversity
    Hu, Yanjing
    Hu, Hanbin
    Li, Yingying
    Chen, Ruixin
    Yang, Yu
    Wang, Lei
    JOURNAL OF MOLECULAR STRUCTURE, 2016, 1122 : 256 - 267
  • [36] M2+ and Ln3+-catalyzed synthesis of a [1,2,4]triazine core via intramolecular C-H/N-H functionalization and C-N bond formation (M = Mn, Zn, Cd; Ln = Dy, Tb)
    Chen, Wen-Bin
    Li, Zhi-Xin
    Yu, Xin-Wei
    Yang, Meng
    Qiu, Yan-Xuan
    Dong, Wen
    NEW JOURNAL OF CHEMISTRY, 2015, 39 (02) : 1222 - 1227
  • [37] Direct C-H alkylation of 3,4-dihydroquinoxaline-2-ones with N-(acyloxy)phthalimides via radical-radical cross coupling
    Hota, Sudhir Kumar
    Singh, Gulshan
    Murarka, Sandip
    CHEMICAL COMMUNICATIONS, 2024, 60 (49) : 6268 - 6271
  • [38] Cation-anion interactions via hydrogen bonding; synthesis, characterization and single crystal X-ray structure of [Cu(phen)3](1,3-benzenedisulphonate)•7H2O
    Sharma, R. P.
    Kumar, S.
    Saini, A.
    Venugopalan, P.
    Rodriguez-Dieguez, A.
    Salas, J. M.
    JOURNAL OF MOLECULAR STRUCTURE, 2014, 1071 : 11 - 17
  • [39] A flexible bis(pyridylcarbamate) anion receptor: binding of infinite double-stranded phosphate, [-sulfate-(H2O)2-]n, and hydrogen-bridged helical perchlorate chain
    Xia, Yana
    Wu, Biao
    Liu, Yanyan
    Yang, Zaiwen
    Huang, Xiaojuan
    He, Li
    Yang, Xiao-Juan
    CRYSTENGCOMM, 2009, 11 (09): : 1849 - 1856
  • [40] Bis(2-{1-[(2,4,6-trimethylphenyl)imino]ethyl}pyrrol-1-ido-κ2N,N′)nickel(II): a supramolecular structure formed by C-H•••π(arene) hydrogen bonds
    Su, Bi-Yun
    Li, Xiao-Teng
    Wang, Jia-Xiang
    Wang, Xu-Dong
    ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 2015, 71 : 1053 - +