New 2,2′:6′,2"-terpyridines as colorimetric and fluorescent sensors for fluoride ions

被引:24
|
作者
Cao, Qian-Yong [1 ]
Li, Ming [1 ]
Zhou, Li [1 ]
Wang, Zhong-Wei [2 ]
机构
[1] Nanchang Univ, Dept Chem, Nanchang 330031, Peoples R China
[2] Shandong Univ Sci & Technol, Coll Mat Sci & Technol, Qingdao 266590, Peoples R China
来源
RSC ADVANCES | 2014年 / 4卷 / 08期
关键词
INTRAMOLECULAR PROTON-TRANSFER; PHOTOPHYSICAL PROPERTIES; ANION RECOGNITION; DRINKING-WATER; TRANSFER ESIPT; SCHIFF-BASE; STATE; RECEPTOR; COMPLEXATION; CHEMOSENSORS;
D O I
10.1039/c3ra45143g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Two new 2,2':6',2 ''-terpyridine receptors bearing phenol groups, 1 and 2, have been prepared by coupling 4'-(4-aminophenyl)-2,2':6',2 ''-terpyridine with salicylaldehyde or 4-hydroxybenzaldehyde. Both receptors show colorimetric and fluorescent response to F- over other anions in organic solvent. In addition, a strong intramolecular N center dot center dot center dot H-O hydrogen bond was found in 1, which is attributed to its weaker binding ability to F- than that of 2, and an Excited-State Intramolecular Proton Transfer (ESIPT) emission quenching process.
引用
收藏
页码:4041 / 4046
页数:6
相关论文
共 50 条
  • [1] A new approach to symmetric 2,2′:6′,2"-terpyridines
    Adrian, JC
    Hassib, L
    De Kimpe, N
    Keppens, M
    TETRAHEDRON, 1998, 54 (11) : 2365 - 2370
  • [3] Synthesis and properties of fluorescent 4'-azulenyl-functionalized 2,2':6',2"-terpyridines
    Ion, Adrian E.
    Cristian, Liliana
    Voicescu, Mariana
    Bangesh, Masroor
    Madalan, Augustin M.
    Bala, Daniela
    Mihailciuc, Constantin
    Nica, Simona
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2016, 12 : 1812 - 1825
  • [4] Syntheses of functionalized 2,2′:6′,2′′-terpyridines
    Heller, M
    Schubert, US
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2003, 2003 (06) : 947 - 961
  • [5] A colorimetric and fluorescent probe for fluoride ions based on 6-acetyl-2-naphthol
    Hou, Peng
    Chen, Song
    Song, Xiangzhi
    LUMINESCENCE, 2014, 29 (05) : 423 - 426
  • [6] A convenient synthesis of substituted 2,2′:6′,2"-terpyridines
    Gehre, Alexander
    Stanforth, Stephen P.
    Tarbit, Brian
    TETRAHEDRON LETTERS, 2008, 49 (32) : 4720 - 4721
  • [7] Advances in the field of π-conjugated 2,2′:6′,2"-terpyridines
    Wild, Andreas
    Winter, Andreas
    Schluetter, Florian
    Schubert, Ulrich S.
    CHEMICAL SOCIETY REVIEWS, 2011, 40 (03) : 1459 - 1511
  • [8] Multi-functionalized 2,2′:6′,2"-terpyridines
    Heller, M
    Schubert, US
    SYNLETT, 2002, (05) : 751 - 754
  • [9] A convenient synthesis of substituted 2,2′:6′,2"-terpyridines
    Gehre, Alexander
    Stanforth, Stephen P.
    Tarbit, Brian
    TETRAHEDRON, 2009, 65 (06) : 1115 - 1118
  • [10] New 4′-functionalized 2,2′:6′,2"-terpyridines for applications in macromolecular chemistry and nanoscience
    Andres, PR
    Lunkwitz, R
    Pabst, GR
    Böhn, K
    Wouters, D
    Schmatloch, S
    Schubert, US
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2003, 2003 (19) : 3769 - 3776