Strong solvatochromic fluorescence from the intramolecular charge-transfer state created by excited-state intramolecular proton transfer

被引：306
|
作者：
Seo, J [1 ]
Kim, S [1 ]
Park, SY [1 ]
机构：
[1] Seoul Natl Univ, Sch Mat Sci & Engn, Seoul 151744, South Korea
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2004年 / 126卷 / 36期
关键词：
D O I：
10.1021/ja047815i
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
In this work, we report a peculiar positive solvatochromism in the keto emission of the acceptor-substituted 2-(2′-hydroxyphenyl)benzoxazoles (HBO), which originates from the excited-state intramolecular proton transfer (ESIPT) followed by the intramolecular charge transfer (ICT) and subsequent solvent relaxation. This transient evolution of enhanced ICT characteristic triggered by ESIPT, which is first observed in this work, is responsible for the novel concept of a fast hyperpolarizability modulator as well as the unique solvatochromic behavior. Copyright © 2003 American Chemical Society.
引用
收藏
页码：11154 / 11155
页数：2
相关论文
共 50 条
  • [31] Excited-State Intramolecular Proton Transfer of the Natural Product Quercetin
    Simkovitch, Ron
    Huppert, Dan
    JOURNAL OF PHYSICAL CHEMISTRY B, 2015, 119 (32): : 10244 - 10251
  • [32] The effect of pressure on the excited-state intramolecular proton transfer of polyhydroxyflavone
    Zhu, AP
    Wang, BY
    White, JO
    Drickamer, HG
    JOURNAL OF PHYSICAL CHEMISTRY B, 2004, 108 (03): : 895 - 898
  • [33] ROLE OF TWISTED INTRAMOLECULAR CHARGE-TRANSFER STATES IN THE DECAY OF 2-(2'-HYDROXYPHENYL)BENZOTHIAZOLE FOLLOWING EXCITED-STATE INTRAMOLECULAR PROTON-TRANSFER
    POTTER, CAS
    BROWN, RG
    VOLLMER, F
    RETTIG, W
    JOURNAL OF THE CHEMICAL SOCIETY-FARADAY TRANSACTIONS, 1994, 90 (01): : 59 - 67
  • [34] Ratiometric Fluorescent/Colorimetric Cyanide-Selective Sensor Based on Excited-State Intramolecular Charge Transfer-Excited-State Intramolecular Proton Transfer Switching
    Lin, Wei-Chi
    Fang, Sin-Kai
    Hu, Jiun-Wei
    Tsai, Hsing-Yang
    Chen, Kew-Yu
    ANALYTICAL CHEMISTRY, 2014, 86 (10) : 4648 - 4652
  • [35] Colorimetric fluorescence probe detecting Hg2+ and OCl- based on intramolecular charge transfer and excited-state intramolecular proton transfer mechanisms
    Yang, Yunfan
    Zhao, Yu
    Shi, Wei
    Ma, Fengcai
    Li, Yongqing
    JOURNAL OF LUMINESCENCE, 2019, 209 : 102 - 108
  • [36] The mechanisms of a bifunctional fluorescent probe for detecting fluoride and sulfite based on excited-state intramolecular proton transfer and intramolecular charge transfer
    Jia, Xueli
    Yang, Yonggang
    Zhai, Hongsheng
    Zhang, Qingqing
    He, Yuanyuan
    Liu, Yang
    Liu, Yufang
    STRUCTURAL DYNAMICS-US, 2021, 8 (03):
  • [37] Spin control of the lifetime of an intramolecular charge-transfer excited state
    Hviid, L
    Bouwman, WG
    Paddon-Row, MN
    van Ramesdonk, HJ
    Verhoeven, JW
    Brouwer, AM
    PHOTOCHEMICAL & PHOTOBIOLOGICAL SCIENCES, 2003, 2 (10) : 995 - 1001
  • [38] The excited-state intramolecular proton transfer fluorescence of HBT derivative induced by solvent polarity
    Li, Xiaochuan
    Shan, Dandan
    Kim, Changkyeom
    Son, Young-A
    MOLECULAR CRYSTALS AND LIQUID CRYSTALS, 2016, 635 (01) : 158 - 166
  • [39] Spin control of the lifetime of an intramolecular charge-transfer excited state
    Lene Hviid
    Wim G. Bouwman
    Michael N. Paddon-Row
    Hendrik J. van Ramesdonk
    Jan W. Verhoeven
    Albert M. Brouwer
    Photochemical & Photobiological Sciences, 2003, 2 : 995 - 1001
  • [40] Multiple fluorescence of tetraarylimidazole and azomethinocoumarin dyad with dual excited-state intramolecular proton transfer
    Levin, Peter P.
    Liubimov, Alexander, V
    Shashkov, Alexander S.
    Mardaleishvili, Irina R.
    Venidiktova, Olga V.
    Shienok, Andrey, I
    Koltsova, Liubov S.
    Astafiev, Artyom A.
    Barachevsky, Valery A.
    Zaichenko, Natalia L.
    DYES AND PIGMENTS, 2020, 183
12345