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
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
  • [31] Design, Synthesis and Biological Activities of Compounds Containing 1,3,4-Oxadiazole or 1,3,4-Thiadiazole
    Yan, Longjia
    Li, Yongliang
    Deng, Minggao
    Chen, Anchao
    Du, Zhiyun
    Dong, Changzhi
    Chen, Huixiong
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2020, 40 (03) : 731 - 739
  • [32] RAMAN SPECTRUM AND INFRARED CRYSTAL SPECTRUM OF 1,3,4-OXADIAZOLE - VIBRATIONAL ASSIGNMENT AND THERMODYNAMIC FUNCTIONS OF 1,3,4-OXADIAZOLE
    CHRISTENSEN, DH
    NIELSEN, JT
    NIELSEN, OF
    JOURNAL OF MOLECULAR SPECTROSCOPY, 1968, 25 (02) : 197 - +
  • [33] Polymer electroluminescent materials with 1,3,4-oxadiazole
    Chai Chunpeng
    Fan Xinghe
    Chen Xiaofang
    Zhou Qifeng
    PROGRESS IN CHEMISTRY, 2006, 18 (11) : 1498 - 1507
  • [34] SYNTHESIS OF NEW 1,3,4-OXADIAZOLE DERIVATIVES
    GREKOV, AP
    NESYNOV, EP
    ZHURNAL OBSHCHEI KHIMII, 1961, 31 (04): : 1122 - &
  • [35] THERMAL REARRANGEMENT OF 1,3,4-OXADIAZOLE DERIVATIVES
    MITRA, RB
    KULKARNI, GH
    SHIRWAIKER, GS
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1978, 16 (02): : 146 - 148
  • [36] 1,3,4-Oxadiazole: A Biologically Active Scaffold
    Khalilullah, H.
    Ahsan, M. J.
    Hedaitullah, Md
    Khan, S.
    Ahmed, B.
    MINI-REVIEWS IN MEDICINAL CHEMISTRY, 2012, 12 (08) : 789 - 801
  • [37] Improved synthesis and characterisation of 1,3,4-oxadiazole
    Aitken, Kati M.
    Aitken, R. Alan
    ARKIVOC, 2012, : 75 - 79
  • [38] REVIEW OF SYNTHESIS OF 1,3,4-OXADIAZOLE DERIVATIVES
    Patel, Kinjal D.
    Prajapati, Shraddha M.
    Panchal, Shyamali N.
    Patel, Hitesh D.
    SYNTHETIC COMMUNICATIONS, 2014, 44 (13) : 1859 - 1875
  • [39] Synthesis of substituted 1,3,4-oxadiazole derivatives
    V. Mickevičius
    R. Vaickelionienė
    B. Sapijanskaitė
    Chemistry of Heterocyclic Compounds, 2009, 45 : 215 - 218
  • [40] SYNTHESIS OF NEW DERIVATIVES OF 1,3,4-OXADIAZOLE
    GREKOV, AP
    NESYNOV, EP
    JOURNAL OF GENERAL CHEMISTRY USSR, 1961, 31 (04): : 1037 - &