New regioisomeric naphthol thiazole based 'turn-on' fluorescent chemosensor for Al3+

被引：36
|
作者：
Helal, Aasif [1 ]
Kim, Hyun Gon [1 ]
Ghosh, Manik Kumer [2 ]
Choi, Cheol-Ho [2 ]
Kim, Sung-Hong [3 ]
Kim, Hong-Seok [1 ]
机构：
[1] Kyungpook Natl Univ, Dept Appl Chem, Taegu 702701, South Korea
[2] Kyungpook Natl Univ, Dept Chem, Taegu 702701, South Korea
[3] Korea Basic Sci Inst, Daegu Ctr, Anal Res Div, Taegu 702701, South Korea
来源：
TETRAHEDRON | 2013年 / 69卷 / 46期
基金：
新加坡国家研究基金会;
关键词：
Al3+-selective; Fluorescent chemosensor; Regioisomeric naphthol-thiazole; Turn-on; Al3+-promoted hydrolysis; INTRAMOLECULAR PROTON-TRANSFER; SELF-ORGANIZED ENSEMBLE; SELECTIVE CHEMOSENSOR; ALUMINUM TOXICITY; DERIVATIVES; SENSOR; WORKERS; WATER; MECHANISMS; EMISSION;
D O I：
10.1016/j.tet.2013.09.038
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Two new reactive and highly selective turn-on fluorescent chemosensors based on the position of ring annulation of the naphthalene thiazole moiety for aluminum ions in ethanol, were synthesized and investigated. It was found that sensors 2 and 4 exhibited a remarkable enhancement of emission upon complexation with Al3+. A TD-B3LYP/6-31G(d,p) calculation was performed to characterize the nature of the fluorescence behavior of sensors 2 and 4 upon Al3+ complexation. The mechanism of fluorescence was based on the cation promoted hydrolysis of ester and subsequent complexation. The combination of experimental and computational analyses provides a more complete understanding of the molecular level origin of these types of unique photophysical properties. (c) 2013 Elsevier Ltd. All rights reserved.
引用
下载
收藏
页码：9600 / 9608
页数：9
相关论文
共 50 条
  • [21] A benzothiazole-based chemosensor for significant fluorescent turn-on and ratiometric detection of Al3+ and its application in cell imaging
    Zeng, Shuang
    Li, Shi-Jie
    Sun, Xue-Jiao
    Li, Ming-Qiang
    Xing, Zhi-Yong
    Li, Jin-Long
    INORGANICA CHIMICA ACTA, 2019, 486 : 654 - 662
  • [22] A significant fluorescent "turn-on" chemosensor for Al3+ detection and application in real sample, logic gate and bioimaging
    Zeng, Shuang
    Li, Shi-Jie
    Liu, Ting-Ting
    Sun, Xue-Jiao
    Xing, Zhi-Yong
    INORGANICA CHIMICA ACTA, 2019, 495
  • [23] Highly selective rhodamine-based fluorescence turn-on chemosensor for Al3+ ion
    Manjunath, Rangasamy
    Kannan, Palaninathan
    OPTICAL MATERIALS, 2018, 79 : 38 - 44
  • [24] A Highly Selective Perylenediimide-Based Chemosensor: "Naked-Eye" Colorimetric and Fluorescent Turn-On Recognition for Al3+
    Liu, Yan
    Gao, Shuang
    Yang, Liu
    Liu, Yu-Long
    Liang, Xiao-Min
    Ye, Fei
    Fu, Ying
    FRONTIERS IN CHEMISTRY, 2020, 8
  • [25] Synthesis and characterization of a novel, ditopic, reversible and highly selective, "Turn-On" fluorescent chemosensor for Al3+ ion
    Hossain, Sayed Muktar
    Lakma, Avinash
    Pradhan, Rabindra Nath
    Chakraborty, Ayon
    Biswas, Ashis
    Singh, Akhilesh Kumar
    RSC ADVANCES, 2015, 5 (78) : 63338 - 63344
  • [26] 2-Hydroxynaphthalene based acylhydrazone as a turn-on fluorescent chemosensor for Al3+ detection and its real sample applications
    Liu, Yucun
    Zhang, Lili
    Chen, Lei
    Liu, Zhixue
    Liu, Chunbo
    Che, Guangbo
    SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2021, 248
  • [27] 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
  • [28] A new Rhodamine-based turn-on fluorescent chemosensor for Fe3+
    Gao T.
    Yang S.I.
    Toxicology and Environmental Health Sciences, 2010, 2 (1) : 73 - 77
  • [29] A biacylhydrazone-based chemosensor for fluorescence 'turn-on' detection of Al3+ with high selectivity and sensitivity
    Jiang, Xiao-Mei
    Mi, Wen-Hui
    Zhu, Wei
    Yao, Hong
    Zhang, You-Ming
    Wei, Tai-Bao
    Lin, Qi
    SUPRAMOLECULAR CHEMISTRY, 2019, 31 (02) : 80 - 88
  • [30] Physicochemical Investigation of HDDP Azomethine Dye as Turn-On Fluorescent Chemosensor for High Selectivity and Sensitivity of Al3+ Ions
    Abdullah M. Asiri
    Tariq R. Sobahi
    Mona Mohammad Al-Amari
    Mohammad Asad
    Mohie E. M. Zayed
    Salman A. Khan
    Journal of Solution Chemistry, 2018, 47 : 1711 - 1724
12345