A chromone-derived Schiff-base as Al3+ "turn-on" fluorescent probe based on photoinduced electron-transfer (PET) and C=N isomerization

被引：24
|
作者：
Li, Chao-rui [1 ]
Li, Si-liang [1 ,2 ]
Yang, Zheng-yin [1 ]
机构：
[1] Lanzhou Univ, Coll Chem & Chem Engn, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
[2] Lanzhou Univ Technol, Sch Petrochem Engn, Lanzhou 730050, Peoples R China
来源：
TETRAHEDRON LETTERS | 2016年 / 57卷 / 44期
基金：
中国国家自然科学基金;
关键词：
Chromone; Fluorescent probe; Aluminum ion; Selectivity; Sensitivity; CHARGE-TRANSFER ICT; MAGNETIC-PROPERTIES; AQUEOUS-SOLUTION; SELECTIVE DETECTION; LIVING CELLS; HG2+ ION; ALUMINUM; SENSOR; CHEMOSENSOR; NAPHTHOL;
D O I：
10.1016/j.tetlet.2016.09.058
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
In this study, a novel chromone-derived Schiff-base ligand which was called bis(6-hydroxychromone-3-methylidene)-o-phenylenediimine (1) was designed, synthesized, and evaluated as an Al3+ "turn on" fluorescent probe. This probe 1 showed good selectivity and high sensitivity towards Al3+ in the presence of most metal ions, and a remarkable enhancement by about 30.91-fold in fluorescence emission intensity at 459 nm was observed with addition of 1 equiv of Al3+, which was attributed to the inhibition of photoinduced electron-transfer (PET) phenomenon and C=N isomerization process at the excited state. Moreover, the fluorescence response of 1 to Al3+ was nearly completed within 10 min. Thus, this probe 1 could be utilized for sensing and monitoring Al3+ in environmental and biological systems for real-time detection. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码：4898 / 4904
页数：7
相关论文
共 50 条
  • [41] Two new isomerous fluorescent chemosensors for Al3+ based on photoinduced electron transfer
    Jiang, Xiu-Juan
    Tang, Hao
    Li, Xiao-Yuan
    Zang, Shuang-Quan
    Hou, Hong-Wei
    Mak, Thomas C. W.
    SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2013, 115 : 26 - 32
  • [42] Isatin-Schiff base functionalized graphene oxide as a highly selective turn-on fluorescent probe for the detection of Pd(II) via photoinduced electron transfer pathway
    Barzinmehr, Hamed
    Mirza-Aghayan, Maryam
    Heidarian, Maryam
    SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2024, 309
  • [43] Fabrication of a New Coumarin Based Fluorescent "turn-on" Probe for Distinct and Sequential Recognition of Al3+ and F- Along With Its Application in Live Cell Imaging
    Maji, Atanu
    Naskar, Rahul
    Mitra, Debarpan
    Gharami, Saswati
    Murmu, Nabendu
    Mondal, Tapan Kumar
    JOURNAL OF FLUORESCENCE, 2023, 33 (06) : 2403 - 2414
  • [44] A 'turn-on' fluorescent chemosensor based on rhodamine-N-(3-aminopropyl)-imidazole for detection of Al3+ ions
    Li, Zhengqiang
    Hu, Qiuping
    Li, Chunxiao
    Dou, Jintao
    Cao, Jiaojie
    Chen, Weikai
    Zhu, Qingzeng
    TETRAHEDRON LETTERS, 2014, 55 (06) : 1258 - 1262
  • [45] Combined experimental and theoretical studies on a phenyl thiadiazole-based novel turn-on fluorescent colorimetric Schiff base chemosensor for the selective and sensitive detection of Al3+
    Manna, Amit Kumar
    Chowdhury, Shubhamoy
    Patra, Goutam K.
    NEW JOURNAL OF CHEMISTRY, 2020, 44 (26) : 10819 - 10832
  • [46] Crystallographic elucidation of an aluminium-bound amido Schiff base chemosensor: a selective turn-on fluorescent chemosensor for Al3+ ions
    Hoque, Anamika
    Islam, Md Sanaul
    Khan, Samim
    Datta, Basudeb
    Zangrando, Ennio
    Kole, Goutam Kumar
    Alam, Md. Akhtarul
    DALTON TRANSACTIONS, 2023, 52 (29) : 10145 - 10154
  • [47] A highly selective and sensitive fluorescent 'turn-on' chemosensor for Al3+ based on C=N isomerisation mechanism with nanomolar detection
    Torawane, Pritam
    Tayade, Kundan
    Bothra, Shilpa
    Sahoo, Suban K.
    Singh, Narinder
    Borse, Amulrao
    Kuwar, Anil
    SENSORS AND ACTUATORS B-CHEMICAL, 2016, 222 : 562 - 566
  • [48] Multiple ion (Al3+, Cr3+, Fe3+, and Cu2+) sensing using a cell-compatible rhodamine-phenolphthalein-derived Schiff-base probe
    Das, Bhriguram
    Ghosh, Avijit
    Dorairaj, Dorothy Priyanka
    Dolai, Malay
    Karvembu, Ramasamy
    Mabhai, Subhabrata
    Im, Hyunsik
    Dey, Satyajit
    Jana, Atanu
    Misra, Ajay
    JOURNAL OF MOLECULAR LIQUIDS, 2022, 354
  • [49] A new fluorene-based Schiff-base as fluorescent chemosensor for selective detection of Cr3+ and Al3+
    Tajbakhsh, Mahmood
    Chalmardi, Gholam Babaei
    Bekhradnia, Ahmadreza
    Hosseinzadeh, Rahman
    Hasani, Nahid
    Amiri, Mohammadreza Azizi
    SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2018, 189 : 22 - 31
  • [50] Luminescent Benzothiazole-Based Fluorophore of Anisidine Scaffoldings: a "Turn-On" Fluorescent Probe for Al3+ and Hg2+ Ions
    Dhaka, Gargi
    Kaur, Navneet
    Singh, Jasvinder
    JOURNAL OF FLUORESCENCE, 2017, 27 (06) : 1943 - 1948
12345