Effect of electron-donating/withdrawing substituents on the fluorescence of aniline containing fluorescein Schiff base derivatives

被引：9
|
作者：
Xu, Jinxia [1 ]
Yan, Fanyong [1 ]
Sun, Xiaodong [1 ]
Wang, Zhaoxu [2 ,3 ]
机构：
[1] Tianjin Polytech Univ, Sch Chem & Chem Engn, Natl Ctr Int Joint Res Separat Membranes, State Key Lab Separat Membranes & Membrane Proc, Tianjin 300387, Peoples R China
[2] Hunan Univ Sci & Technol, Key Lab Theoret Organ Chem & Funct Mol, Minist Educ, Xiangtan 411201, Peoples R China
[3] Hunan Univ Sci & Technol, Sch Chem & Chem Engn, Lab Controllable Preparat & Funct Applicat Fine P, Xiangtan 411201, Peoples R China
来源：
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY | 2019年 / 382卷
基金：
中国国家自然科学基金;
关键词：
Fluorescein; Schiff base; Aniline; Electron-donating substituent; Electron-withdrawing substituent; Copper ion; OFF-ON; CARBON DOTS; SELECTIVE DETECTION; AQUEOUS-SOLUTION; QUANTUM YIELDS; CU2+; CHEMOSENSOR; COPPER; RHODAMINE; SENSOR;
D O I：
10.1016/j.jphotochem.2019.111938
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：
Two Schiff bases fluorescence sensors (FP1 and FP2) based on fluorescein-monoaldehyde derivatives were designed, synthesized and characterized. The effect of electron-donating and electron-withdrawing substituents on fluorescence of fluorescein was investigated. Through the calculation of the frontier orbital, it is proved that when the probe coexists with Cu2+, the complex system is more stable and easier to form. The FP1 was used as effective fluorescent contrast agent for determining Cu2+ from 0 to 55 mu M with the limit of detection of 0.23 mu M in several real water samples, sensing membranes and intracellular imaging.
引用
收藏
页数：8
相关论文
共 50 条
  • [31] Mapping Degradation of Iron-Nitrogen-Carbon Heterogeneous Molecular Catalysts with Electron-Donating/Withdrawing Substituents
    Liu, Fangzhou
    Zhang, Di
    She, Fangxin
    Yu, Zixun
    Lai, Leo
    Li, Hao
    Wei, Li
    Chen, Yuan
    ACS CATALYSIS, 2024, 14 (12): : 9176 - 9187
  • [32] Insights into the electron-donating and withdrawing effect of the functional groups on mechanochemical dehydrochlorination reactions
    Guo, Fang
    Wang, Zhen
    Zhang, Jin-Jing
    Famulari, Antonino
    Li, Hai-tao
    Marti-Rujas, Javier
    DALTON TRANSACTIONS, 2017, 46 (29) : 9466 - 9471
  • [33] Systematic Analysis of the Demetalation Kinetics of Zinc Chlorophyll Derivatives Possessing Different Substituents at the 3-Position: Effects of the Electron-Withdrawing and Electron-Donating Strength of Peripheral Substituents
    Saga, Yoshitaka
    Kobashiri, Yuta
    Sadaoka, Kana
    INORGANIC CHEMISTRY, 2013, 52 (01) : 204 - 210
  • [34] Understanding the Influence of Electron-Donating and Electron-Withdrawing Substituents on the Anticorrosive Properties of Imidazole: A Quantum-Chemical Approach
    Al-Saadi, Abdulaziz A.
    ARABIAN JOURNAL FOR SCIENCE AND ENGINEERING, 2020, 45 (01) : 153 - 166
  • [35] Effect of Electron-Donating Substituents and an Electric Field on the ΔE ST of Selected Imidazopyridine Derivatives: A DFT Study
    Paras, Sanjay
    Vivek, C. N.
    Sharma, Sanjay
    Ramachandran, C. N.
    JOURNAL OF PHYSICAL CHEMISTRY A, 2024, 128 (39): : 8428 - 8435
  • [36] Electron-donating substituents allow boosted fluorescence emission wavelengths of Dihydropyridopyrazine functionalized xanthene
    Shuang, Caidong
    Chang, Chong
    Sun, Pingping
    Zeng, Chaoyuan
    Chi, Weijie
    CHEMICAL PHYSICS, 2025, 593
  • [37] Understanding the Influence of Electron-Donating and Electron-Withdrawing Substituents on the Anticorrosive Properties of Imidazole: A Quantum-Chemical Approach
    Abdulaziz A. Al-Saadi
    Arabian Journal for Science and Engineering, 2020, 45 : 153 - 166
  • [38] Tuning Hole and Electron Transfer from Photoexcited CdSe Quantum Dots to Phenol Derivatives: Effect of Electron-Donating and - Withdrawing Moieties
    Debnath, Tushar
    Sebastian, Deepa
    Maiti, Sourav
    Ghosh, Hirendra N.
    CHEMISTRY-A EUROPEAN JOURNAL, 2017, 23 (30) : 7306 - 7314
  • [39] The Diels-Alder Cycloaddition Reaction of Substituted Hemifullerenes with 1,3-Butadiene: Effect of Electron-Donating and Electron-Withdrawing Substituents
    Mojica, Martha
    Mendez, Francisco
    Alonso, Julio A.
    MOLECULES, 2016, 21 (02):
  • [40] EFFECT OF ELECTRON-DONATING AND ELECTRON-ACCEPTING SUBSTITUENTS ON PHOTOCHROMIC AND THERMOCHROMIC PROPERTIES OF INDOLINOSPIROPYRANS
    MAREVTSEV, VS
    ZAICHENKO, NL
    ERMAKOVA, VD
    BESHENKO, SI
    LINSKII, VA
    GRADYUSHKO, AT
    CHERKASHIN, MI
    BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE, 1980, 29 (10): : 1591 - 1596
12345