Binaphthyl-Based Chiral Macrocyclic Hosts for the Selective Recognition of Iodide Anions

被引:2
作者
Wang, Zong-Cheng [1 ]
Tan, Ying-Zi [1 ]
Tang, Lin-Li [1 ]
Zeng, Fei [1 ]
机构
[1] Hunan Univ Sci & Engn, Dept Biol & Chem, Yongzhou 415199, Peoples R China
来源
MOLECULES | 2023年 / 28卷 / 12期
基金
中国国家自然科学基金;
关键词
binaphthyl; chiral macrocyclic; iodide anion; recognition; supramolecular chemistry; BINDING; WATER; BENZENE; COMPLEXES; RECEPTOR; CL;
D O I
10.3390/molecules28124784
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
In this study, we explorethe synthesis of binaphthyl-based chiral macrocyclic hosts for the first time. They exhibited the selective recognition abilities of iodide anions which can be favored over those of other anions (AcO-, NO3-, ClO4-, HSO4-, Br-, PF6-, H2PO4-, BF4-, and CO3F3S-), as confirmed by UV-vis, HRMS, and H-1 NMR spectroscopy experiments, as well as DFT calculations. Neutral aryl C-H & BULL;& BULL;& BULL;anion interactions play an important role in the formation complexes. The recognition process can be observed by the naked eye.
引用
收藏
页数:9
相关论文
共 44 条
  • [1] Ahad Farhana, 2010, Indian J Endocrinol Metab, V14, P13
  • [2] Superior anion induced shuttling behaviour exhibited by a halogen bonding two station rotaxane
    Barendt, Timothy A.
    Robinson, Sean W.
    Beer, Paul D.
    [J]. CHEMICAL SCIENCE, 2016, 7 (08) : 5171 - 5180
  • [3] Solution phase measurement of both weak σ and C-H•••X- hydrogen bonding interactions in synthetic anion receptors
    Berryman, Orion B.
    Sather, Aaron C.
    Hay, Benjamin P.
    Meisner, Jeffrey S.
    Johnson, Darren W.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (33) : 10895 - 10897
  • [4] Are C-H groups significant hydrogen bonding sites in anion receptors?: Benzene complexes with Cl-, NO3-, and ClO4-
    Bryantsev, VS
    Hay, BP
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (23) : 8282 - 8283
  • [5] Selective Recognition of Chloride Anion in Water
    Chen, Yixin
    Wu, Guangcheng
    Chen, Liang
    Tong, Lu
    Lei, Ye
    Shen, Libo
    Jiao, Tianyu
    Li, Hao
    [J]. ORGANIC LETTERS, 2020, 22 (12) : 4878 - 4882
  • [6] Chung Hye Rim, 2014, Ann Pediatr Endocrinol Metab, V19, P8, DOI 10.6065/apem.2014.19.1.8
  • [7] Cloning and characterization of the thyroid iodide transporter
    Dai, G
    Levy, O
    Carrasco, N
    [J]. NATURE, 1996, 379 (6564) : 458 - 460
  • [8] A separate effect study of the influence of metallic fission products on CsI radioactive release from nuclear fuel
    Di Lemma, F. G.
    Colle, J. Y.
    Benes, O.
    Konings, R. J. M.
    [J]. JOURNAL OF NUCLEAR MATERIALS, 2015, 465 : 499 - 508
  • [9] High-yield synthesis of a novel water-soluble macrocycle for selective recognition of naphthalene
    Ding, Man-Hua
    Liao, Juan
    Tang, Lin-Li
    Ou, Guang-Chuan
    Zeng, Fei
    [J]. CHINESE CHEMICAL LETTERS, 2021, 32 (05) : 1665 - 1668
  • [10] FLUORINATED MACROCYCLIC ETHERS AS FLUORIDE-ION HOSTS - NOVEL STRUCTURES AND DYNAMIC PROPERTIES
    FARNHAM, WB
    ROE, DC
    DIXON, DA
    CALABRESE, JC
    HARLOW, RL
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (21) : 7707 - 7718