Selective and colorimetric fluoride chemosensors containing phenol hydroxyl and 1,3,4-oxadiazole groups

被引：22
|
作者：
Ma, Jiantao [1 ]
Li, Zhe [1 ]
Zong, Yanqing [1 ]
Men, Yi [1 ]
Xing, Guowen [1 ]
机构：
[1] Beijing Normal Univ, Beijing Key Lab Energy Convers & Storage Mat, Coll Chem, Beijing 100875, Peoples R China
来源：
TETRAHEDRON LETTERS | 2013年 / 54卷 / 11期
关键词：
Sensor; F-; Oxadiazole; Hydrogen bond; Fluorescence; FLUORESCENT SENSORS; PROTON-TRANSFER; NAKED-EYE; COMPLEX; ANIONS; DEPROTONATION; MOIETIES; PROBE;
D O I：
10.1016/j.tetlet.2012.12.128
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Two novel anion sensors, methyl 4-(5(5-chloro-2-hydroxypheny1)-1,3,4-oxadiazol-2-y1) benzoate (L1) and methyl 4-(5-(2-hydroxypheny1)-1,3,4-oxadiazol-2-y1) benzoate (12) were reported. Their spectro-scopic and colorimetric properties in CH2Cl2/CH3CN (1:2, v/v) solution for F- sensing were investigated by naked-eye, UV-vis, and fluorescence measurements. Both molecules with coplanar structure possess adjacent phenolic hydroxyl and 1,3,4-oxadiazole units, resulting in a sufficiently strong intramolecular hydrogen bond to hinder the association of most anions, but not F-, with phenolic hydroxyl hydrogen. They displayed the same color changes from colorless to yellow but different optical shifts upon addition of F-. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1348 / 1351
页数：4
相关论文
共 50 条
  • [21] SYNTHESIS OF 1,3,4-OXADIAZOLE NITROPHENYLDERIVATIVES
    SHARNIN, GP
    BUZYKIN, BI
    FASSAKHOV, RK
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1977, (06): : 741 - 743
  • [22] Columnar liquid crystalline benzenetrisamides with pendant 1,3,4-oxadiazole groups
    Barbera, Joaquin
    Godoy, Mariel A.
    Hidalgo, Paulina I.
    Parra, Maria L.
    Ulloa, Jose A.
    Vergara, Jorge M.
    LIQUID CRYSTALS, 2011, 38 (06) : 679 - 688
  • [23] Fluorinated Block Copolymers Containing Imide and 1,3,4-oxadiazole Rings
    Hamciuc, Corneliu
    Hamciuc, Elena
    Vlad, Stelian
    Olariu, Marius
    MATERIALE PLASTICE, 2008, 45 (04) : 356 - 361
  • [24] Synthesis and Biological Evaluation of Amino Alcohol Containing 1,3,4-Oxadiazole
    Wu Yi
    Zhao Yanping
    Guo Jing
    Lu Haoze
    Zheng Nan
    Wang Ensi
    CHEMICAL RESEARCH IN CHINESE UNIVERSITIES, 2016, 32 (05) : 760 - 767
  • [25] 1,3,4-Oxadiazole Containing Compounds As Therapeutic Targets For Cancer Therapy
    Ahsan, Mohamed Jawed
    MINI-REVIEWS IN MEDICINAL CHEMISTRY, 2022, 22 (01) : 164 - 197
  • [26] Synthesis and bioactivity of sulfide derivatives containing 1,3,4-oxadiazole and pyridine
    Yu, Gang
    Chen, Shunhong
    He, Feng
    Luo, Dexia
    Zhang, Yu
    Wu, Jian
    TURKISH JOURNAL OF CHEMISTRY, 2019, 43 (04) : 1075 - 1085
  • [27] Synthesis and biological evaluation of amino alcohol containing 1,3,4-oxadiazole
    Yi Wu
    Yanping Zhao
    Jing Guo
    Haoze Lü
    Nan Zheng
    Ensi Wang
    Chemical Research in Chinese Universities, 2016, 32 : 760 - 767
  • [28] New aromatic polyethers containing phenylquinoxaline and 1,3,4-oxadiazole rings
    Hamciuc, C
    Hamciuc, E
    Bruma, M
    Klapper, M
    Pakula, T
    Demeter, A
    POLYMER, 2001, 42 (14) : 5955 - 5961
  • [29] SYNTHESIS OF 1,3,4-OXADIAZOLE AMINOALKYL DERIVATIVES, CONTAINING INDOLE RADICALS
    KELAREV, VI
    SHVEKHGEIMER, GA
    IZVESTIYA VYSSHIKH UCHEBNYKH ZAVEDENII KHIMIYA I KHIMICHESKAYA TEKHNOLOGIYA, 1982, 25 (12): : 1458 - 1461
  • [30] Novel highly selective anion chemosensors based on 2,5-bis(2-hydroxyphenyl)-1,3,4-oxadiazole
    Tong, H
    Zhou, G
    Wang, LX
    Jing, XB
    Wang, FS
    Zhang, JP
    TETRAHEDRON LETTERS, 2003, 44 (01) : 131 - 134
12345