Review on Synthesis of 2-(2-Hydroxyaryl) Benzothiazoles (HBT) for Excited-State Intra-molecular Proton Transfer (ESIPT)-Based Detection of Ions and Biomolecules

被引:6
作者
Kaur, Amandeep [1 ]
Chaudhary, R. P. [1 ]
机构
[1] St Longowal Inst Engn & Technol, Dept Chem, Sangrur 148106, Punjab, India
关键词
ESIPT; 2-hydroxyarylbenzothiazole; Fluorescence probe; Stokes shift; Chemosensor; AGGREGATION-INDUCED EMISSION; FLUORESCENT-PROBE; PHOTOPHYSICAL PROPERTIES; MODIFIED RHODOL; TRANSFER ESIPT; BENZIMIDAZOLE; BENZOXAZOLE; EFFICIENT; SENSOR; CYSTEINE;
D O I
10.1007/s41061-024-00472-x
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In this review, we present a systematic and comprehensive summary of the recent developments in the synthetic strategies of 2-(2-hydroxyarylsubstituted)-benzothiazole (HBT) framework along with incorporation of various substituents on phenolic and benzothiazole rings which affect the emission process. The literature, spanning the years 2015-2024, on excited-state intramolecular proton transfer (ESIPT)-based studies of HBT derivatives comprising the effects of solvent polarity, substituents, and extended conjugation on fluorophores has been searched. ESIPT, intramolecular charge transfer, and aggregation-induced emissions enable these fluorescent probes to specifically interact with analytes, thereby altering their luminescence characteristics to achieve analyte detection. These fluorescent probes exhibit large Stokes shifts, high quantum yields, and excellent color transitions. Finally, the applications of HBTs as ESIPT-based fluorescent probes for the detection of cations, anions, and biomolecules have been summarized. We anticipate that this review will provide a comprehensive overview of the current state of research in this field and encourage researchers to develop novel ESIPT-based fluorophores with new applications.
引用
收藏
页数:44
相关论文
共 78 条
[21]   2-(4-Amino-2-hydroxyphenyl)benzothiazole based Schiff-base: Complexation/decomplexation driven photo physical tuning of fluorescence leading to Cu2+ and PO43- detection [J].
Kaur, Ishpreet ;
Kaur, Paramjit ;
Singh, Kamaljit .
SENSORS AND ACTUATORS B-CHEMICAL, 2018, 257 :1083-1092
[22]   A benzothiazole-based fluorescent probe for hypochlorous acid detection and imaging in living cells [J].
Khac Hong Nguyen ;
Hao, Yuanqiang ;
Zeng, Ke ;
Fan, Shengnan ;
Li, Fen ;
Yuan, Suke ;
Ding, Xuejing ;
Xu, Maotian ;
Liu, You-Nian .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2018, 199 :189-193
[23]   The visualized fluorescent probes based on benzothiazole used to detect esterase [J].
Kong, Qing ;
Wang, Jing ;
Chen, Yahui ;
Zheng, Shiyue ;
Chen, Xiaoqiang ;
Wang, Yihuan ;
Wang, Fang .
DYES AND PIGMENTS, 2021, 191
[24]   Triphenylamine-Based Bis- and Tris-ESIPT Compounds and Their Boron Complexes: Synthesis, Photophysical Properties and DFT Study of ICT and ESIPT Emissions [J].
Kothavale, Shantaram ;
Erande, Yogesh ;
Sekar, Nagaiyan .
CHEMISTRYSELECT, 2017, 2 (18) :5013-5024
[25]   New insights on the ESIPT process based on solid-state data and state-of-the-art computational methods [J].
Laner, Jean Nunes ;
Silva Junior, Henrique de Castro ;
Rodembusch, Fabiano Severo ;
Moreira, Eduardo Ceretta .
PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2021, 23 (02) :1146-1155
[26]   A benzothiazole-based fluorescent probe for efficient detection and discrimination of Zn2+ and Cd2+, using cysteine as an auxiliary reagent [J].
Li, Jia ;
Chen, Yahui ;
Chen, Tiantian ;
Qiang, Jian ;
Zhang, Zhijie ;
Wei, Tingwen ;
Zhang, Wei ;
Wang, Fang ;
Chen, Xiaoqiang .
SENSORS AND ACTUATORS B-CHEMICAL, 2018, 268 :446-455
[27]   Benzothiazole derived ratiometric fluorescent probe for selective detection of Pd(0) based on Tsuji-Trost reaction [J].
Li, Meng ;
Chen, Hui ;
Zheng, Kaibo ;
Liu, Xiang ;
Xiao, Shuzhang ;
Zhang, Nuonuo .
INORGANICA CHIMICA ACTA, 2019, 495
[28]   A red-emissive benzothiazole-based luminophore with ESIPT and AIE natures and its application for detecting and imaging hypochlorous acid [J].
Li, Siyun ;
Zeng, Ying ;
Tang, Can ;
Wang, Feifei ;
Gu, Biao ;
Tang, Siping .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2022, 281
[29]   Progress in Tuning Emission of the Excited-State Intramolecular Proton Transfer (ESIPT)-Based Fluorescent Probes [J].
Li, Yonghao ;
Dahal, Dipendra ;
Abeywickrama, Chathura S. ;
Pang, Yi .
ACS OMEGA, 2021, 6 (10) :6547-6553
[30]   Uncovering the dependence of ESIPT behaviors and fluorescence properties of two new benzothiazole-based fluorophores on solvent polarity: A TD-DFT study [J].
Liang, Xiuning ;
Zhang, Zhengyi ;
Fang, Hua .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2023, 286