New benzimidazolic 3-hydroxychromone derivative with two alternative mechanisms of the excited state intramolecular proton transfer reaction

被引:24
|
作者
Svechkarev, Denis A. [1 ]
Baumer, Vyacheslav N. [2 ]
Syzova, Zoya A. [1 ]
Doroshenko, Andrey O. [1 ]
机构
[1] Kharkov VN Karazin Natl Univ, Inst Chem, UA-61077 Kharkov, Ukraine
[2] Natl Acad Sci Ukraine, NTK Inst Single Crystals, UA-61001 Kharkov, Ukraine
关键词
benzimidazolic; 3-hydroxychromone; X-ray structure analysis; H-bonding; multi-band fluorescence emission; ESIPT;
D O I
10.1016/j.molstruc.2007.09.009
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The 2-(benzimidazol-2-yl) derivative of 3-hydroxychromone was synthesized and studied by X-ray structure analysis, H-1 NMR and fluorescence spectroscopy. The possibility of the alternative H-bonds formation and thus - two alternative mechanisms of the excited state intramolecular proton transfer reaction was discussed on the base of the spectral data, X-ray structure analysis and quantum-chemical calculations. (C) 2007 Elsevier B.V. All rights reserved.
引用
收藏
页码:63 / 69
页数:7
相关论文
共 50 条
  • [1] The substituent effect on the excited state intramolecular proton transfer of 3-hydroxychromone
    Song, Yuzhi
    Liu, Songsong
    Lu, Jiajun
    Zhang, Hui
    Zhang, Changzhe
    Du, Jun
    CHINESE PHYSICS B, 2019, 28 (09)
  • [2] The substituent effect on the excited state intramolecular proton transfer of 3-hydroxychromone
    宋玉志
    刘松松
    陆佳骏
    张慧
    张常哲
    杜军
    Chinese Physics B, 2019, (09) : 160 - 166
  • [3] Fast and slow excited-state intramolecular proton transfer in 3-hydroxychromone: a two-state story?
    Perveaux, Aurelie
    Lorphelin, Maxime
    Lasorne, Benjamin
    Lauvergnat, David
    PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2017, 19 (09) : 6579 - 6593
  • [4] Excited state intramolecular proton transfer in 3-hydroxychromone: a DFT-based computational study
    Ash, Sankarlal
    De, Sankar Prasad
    Beg, Hasibul
    Misra, Ajay
    MOLECULAR SIMULATION, 2011, 37 (11) : 914 - 922
  • [5] Excited-state proton transfer reaction in a new benzofuryl 3-hydroxychromone derivative: The influence of low-polar solvents
    Demchenko, AP
    Ercelen, S
    Roshal, AD
    Klymchenko, AS
    POLISH JOURNAL OF CHEMISTRY, 2002, 76 (09) : 1287 - 1299
  • [6] Ultrafast nonadiabatic excited-state intramolecular proton transfer in 3-hydroxychromone: A surface hopping approach
    Nag, Probal
    Anand, Neethu
    Vennapusa, Sivaranjana Reddy
    JOURNAL OF CHEMICAL PHYSICS, 2021, 155 (09):
  • [7] 3-Hydroxychromone dyes exhibiting excited-state intramolecular proton transfer in water with efficient two-band fluorescence
    Klymchenko, AS
    Demchenko, AP
    NEW JOURNAL OF CHEMISTRY, 2004, 28 (06) : 687 - 692
  • [8] A theoretical study of excited state proton transfer in 3-hydroxychromone and related molecules
    Estiú, G
    Rama, J
    Pereira, A
    Cachau, RE
    Ventura, ON
    JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM, 1999, 487 (03): : 221 - 230
  • [9] Density functional theoretical investigation of intramolecular proton transfer mechanisms in the derivatives of 3-hydroxychromone
    Huang, Jin-Dou
    Zhang, Jianbin
    Chen, Dengyi
    Ma, Huipeng
    ORGANIC CHEMISTRY FRONTIERS, 2017, 4 (09): : 1812 - 1818
  • [10] AN ABINITIO RANDOM PHASE APPROXIMATION STUDY OF THE EXCITED-STATE INTRAMOLECULAR PROTON-TRANSFER IN 3-HYDROXYCHROMONE
    BOUMAN, TD
    KNOBELOCH, MA
    BOHAN, S
    JOURNAL OF PHYSICAL CHEMISTRY, 1985, 89 (21): : 4460 - 4464