Zinc binding-induced near-IR emission from excited-state intramolecular proton transfer of a bis(benzoxazole) derivative

被引：109
作者：
Xu, Yongqian
Pang, Yi [1 ]
机构：
[1] Univ Akron, Dept Chem, Akron, OH 44325 USA
来源：
CHEMICAL COMMUNICATIONS | 2010年 / 46卷 / 23期
基金：
美国国家科学基金会;
关键词：
FLUORESCENT SENSOR; CHARGE-TRANSFER; BENZOXAZOLE;
D O I：
10.1039/c003230a
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A bis(benzoxazole) derivative with metal-chelating ligand (DPA), Zinhbo-1, exhibits a large fluorescence turn-on effect (up to 10-fold) upon zinc-binding. The metal chelation enables excited state intramolecular proton transfer (ESIPT), giving an additional emission band in the near-IR region (similar to 710 nm) with a large Stokes shift (ca. 230 nm).
引用
收藏
页码：4070 / 4072
页数：3
相关论文
共 15 条
  • [1] A polymeric colorimetric sensor with excited-state intramolecular proton transfer for anionic species
    Chu, Qinghui
    Medvetz, Doug A.
    Pang, Yi
    [J]. CHEMISTRY OF MATERIALS, 2007, 19 (26) : 6421 - 6429
  • [2] EXCITED-STATE INTRAMOLECULAR PROTON-TRANSFER IN 2-(2'-HYDROXYPHENYL)BENZIMIDAZOLE AND 2-(2'-HYDROXYPHENYL)-BENZOXAZOLE - EFFECT OF ROTAMERISM AND HYDROGEN-BONDING
    DAS, K
    SARKAR, N
    GHOSH, AK
    MAJUMDAR, D
    NATH, DN
    BHATTACHARYYA, K
    [J]. JOURNAL OF PHYSICAL CHEMISTRY, 1994, 98 (37) : 9126 - 9132
  • [3] KAU JM, 1995, J HETEROCYCLIC CHEM, V32, P1541
  • [4] Gelation-induced fluorescence enhancement of benzoxazole-based organogel and its naked-eye fluoride detection
    Kim, Tae Hyeon
    Choi, Moon Soo
    Sohn, Byeong-Hyeok
    Park, Soo-Young
    Lyoo, Won Seok
    Lee, Taek Seung
    [J]. CHEMICAL COMMUNICATIONS, 2008, (20) : 2364 - 2366
  • [5] A ratiometric fluorescent sensor for zinc ions based on covalently immobilized derivative of benzoxazole
    Ma, Qiu-Juan
    Zhang, Xiao-Bing
    Zhao, Xu-Hua
    Gong, Yi-Jun
    Tang, Jian
    Shen, Guo-Li
    Yu, Ru-Qin
    [J]. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2009, 73 (04) : 687 - 693
  • [6] A new fluorescent metal sensor with two binding moieties
    Ohshima, A
    Momotake, A
    Arai, T
    [J]. TETRAHEDRON LETTERS, 2004, 45 (51) : 9377 - 9381
  • [7] Strongly fluorescent and thermally stable functional polybenzoxazole film: Excited-state intramolecular proton transfer and chemically amplified photopatterning
    Park, S
    Kim, S
    Seo, J
    Park, SY
    [J]. MACROMOLECULES, 2005, 38 (11) : 4557 - 4559
  • [8] Excited-state intramolecular proton transfer in 2-(3′-hydroxy-2′-pyridyl)benzoxazole.: Evidence of coupled proton and charge transfer in the excited state of some o-hydroxyarylbenzazoles
    Rios Vazquez, Sonia
    Rios Rodriguez, M. Carmen
    Mosquera, Manuel
    Rodriguez-Prieto, Flor
    [J]. JOURNAL OF PHYSICAL CHEMISTRY A, 2007, 111 (10) : 1814 - 1826
  • [9] Transition metal complexes from 2-(2′-hydroxyphenyl)benzoxazole:: A spectroscopic and thermogravimetric stability study
    Rodembusch, FS
    Brand, FR
    Corrêa, DS
    Pocos, JC
    Martinelli, M
    Stefani, V
    [J]. MATERIALS CHEMISTRY AND PHYSICS, 2005, 92 (2-3) : 389 - 393
  • [10] Strong solvatochromic fluorescence from the intramolecular charge-transfer state created by excited-state intramolecular proton transfer
    Seo, J
    Kim, S
    Park, SY
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (36) : 11154 - 11155
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