A thiophene-derived hexaazatriphenylene (HAT) fluorescent sensor for the selective detection of Ag+ ion

被引：13
作者：
Zhang, Xiang [1 ]
Fan, Yu [2 ]
Zhan, Tian-Guang [3 ]
Qi, Qiao-Yan [2 ]
Zhao, Xin [2 ]
机构：
[1] Hunan Chem Vocat Technol Coll, Coll Chem Engn, Zhuzhou 310027, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Synthet & Self Assembly Chem Organ Funct, Shanghai 200032, Peoples R China
[3] Zhejiang Normal Univ, Coll Chem & Life Sci, Key Lab, Minist Educ Adv Catalysis Mat, 688 Yingbin Rd, Jinhua 321004, Zhejiang, Peoples R China
来源：
TETRAHEDRON LETTERS | 2021年 / 68卷
关键词：
Host-guest systems; Ag+ sensor; Ion recognition; Hexaazatriphenylene;
D O I：
10.1016/j.tetlet.2021.152911
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Herein, by symmetrically merging six thiophene units into the hexaazatriphenylene (HAT) core, a HAT-based sensor (1) was designed and synthesized, which was found capable of exhibiting selective recognition of Ag+ with detection limit as low as 1.79 x 10(-6) M in chloroform featuring with significant fluorescence "turn-off" property. Through the systematical investigation with UV-Vis absorption, fluorescence spectroscopy and the naked-eye experiments, as well as the H-1 NMR titration and the Job's plot, it was revealed that sensor 1 could complex with Ag+ in a stoichiometric ratio of 2:3. We envisage the construction of such a thiophene-derived HAT molecule is conducive to exploring new type of Ag+ sensors, and it also will bring potential application in environmental detection. (C) 2021 Elsevier Ltd. All rights reserved.
引用
收藏
页数：5
相关论文
共 46 条
  • [1] A spectroscopic study of the inclusion of azulene by β- and γ-cyclodextrins
    Abou-Zied, OK
    [J]. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2005, 62 (1-3) : 245 - 251
  • [2] Silver-mediated synthesis of heterocycles
    Alvarez-Corral, Miriam
    Munoz-Dorado, Manuel
    Rodirguez-Garcia, Ignacio
    [J]. CHEMICAL REVIEWS, 2008, 108 (08) : 3174 - 3198
  • [3] Colorimetric and turn-on fluorescence detection of Ag(I) ion
    Anand, Thangaraj
    Sivaraman, Gandhi
    Anandh, Palpandi
    Chellappa, Duraisamy
    Govindarajan, Subbaiah
    [J]. TETRAHEDRON LETTERS, 2014, 55 (03) : 671 - 675
  • [4] Alkynylated Phenazines: Synthesis, Characterization, and Metal-Binding Properties of Their Bis-Triazolyl Cycloadducts
    Bryant, Jonathan J.
    Zhang, Yexiang
    Lindner, Benjamin D.
    Davey, Evan A.
    Appleton, Anthony Lucas
    Qian, Xuhong
    Bunz, U. H. F.
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (17) : 7479 - 7486
  • [5] Coumarin-Based Small-Molecule Fluorescent Chemosensors
    Cao, Duxia
    Liu, Zhiqiang
    Verwilst, Peter
    Koo, Seyoung
    Jangjili, Paramesh
    Kim, Jong Seung
    Lin, Weiying
    [J]. CHEMICAL REVIEWS, 2019, 119 (18) : 10403 - 10519
  • [6] Selective Fluorogenic and Chromogenic Probe for Detection of Silver Ions and Silver Nanoparticles in Aqueous Media
    Chatterjee, Amrita
    Santra, Mithun
    Won, Nayoun
    Kim, Sungjee
    Kim, Jae Kyung
    Kim, Seung Bin
    Ahn, Kyo Han
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (06) : 2040 - +
  • [7] Advances in Anion Receptor Chemistry
    Chen, Lijun
    Berry, Stuart N.
    Wu, Xin
    Howe, Ethan N. W.
    Gale, Philip A.
    [J]. CHEM, 2020, 6 (01): : 61 - 141
  • [8] Silver as Antibacterial Agent: Ion, Nanoparticle, and Metal
    Chernousova, Svitlana
    Epple, Matthias
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (06) : 1636 - 1653
  • [9] Ion sensing coupled to resonance energy transfer: A highly selective and sensitive ratiometric fluorescent chemosensor for Ag(I) by a modular approach
    Coskun, A
    Akkaya, EU
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (30) : 10464 - 10465
  • [10] Exposure-related health effects of silver and silver compounds: A review
    Drake, PL
    Hazelwood, KJ
    [J]. ANNALS OF OCCUPATIONAL HYGIENE, 2005, 49 (07) : 575 - 585
12345