Citation: FAN Fang-Lu, JING Jin-Qiu, CHEN Xue-Mei. Synthesis, Crystal Structure and Spectroscopic Property of a Benzothiazole-Based Fluorescent Probe for Cu²⁺[J]. Chinese Journal of Inorganic Chemistry, ;2015, (3): 548-554. doi: 10.11862/CJIC.2015.026 shu

Synthesis, Crystal Structure and Spectroscopic Property of a Benzothiazole-Based Fluorescent Probe for Cu²⁺

1.
1 School of Materials and metallurgy, Hubei Polytechnic University, Huangshi, Hubei 435003, China;
2.
2 College of Chemistry and Chemical Engineering, Hubei Polytechnic University, Huangshi, Hubei 435003, China

Corresponding author: FAN Fang-Lu,
Received Date: 19 September 2014
Available Online: 21 October 2014
Fund Project: 国家自然科学基金(No.51173060)资助。 (No.51173060)

A benzothiazole-based fluorescent probe N-(4-(benzo[d]thiazol-2-yl)phenyl)-2-((2-hydroxyethyl) (pyridin-2-ylmethyl)amino)acetamide (FL) has been synthesized and characterized, and its recognition properties towards various metal ions have been studied by spectrometry. The results showed that FL was highly sensitive and selective to Cu²⁺, and other metal ions did not interfere with its recognition for Cu²⁺. The stoichiometry of the complex formation of FL with Cu²⁺ was determined to be 1:1, and the fluorescence intensity of FL varied almost linearly versus the concentration of Cu²⁺ (3.8~9.6 μmol·L^-1). FL can also be applied to detect Cu²⁺ in different water samples such as tap and lake water.
- benzothiazole;crystal structure;Cu²⁺;fluorescent probe
1. [1]
  [1] Que E L, Domaille D W, Chang C J. Chem. Rev., 2008,108: 1517-1549
2. [2]
  [2] Millhauser G L. Acc. Chem. Res., 2004,37:79-85
3. [3]
  [3] Gaggelli E, Kozlowski H, Valensin G. Chem. Rev., 2006,106: 1995-2044
4. [4]
  [4] Camakaris J, Voskoboinik I, Mercer J F. Biochem. Biophys. Res. Commun., 1999,261:225-232
5. [5]
  [5] Nolan E M, Lippard S J. Acc. Chem. Res., 2009,42:193-203
6. [6]
  [6] Bozdemir O A, Guliyev R, Buyukcakir O, et al. J. Am. Chem. Soc., 2010,132:8029-8036
7. [7]
  [7] Xu Z, Yoon J, Spring D R. Chem. Commun., 2010,46:2563-2565
8. [8]
  [8] You Q H, Lee A W M, Chan W H, et al. Chem. Commun., 2014,50:6207-6210
9. [9]
  [9] Zhang L, Sun J, Liu S, et al. Inorg. Chem. Commun., 2013,35: 311-314
10. [10]
  [10] Tian M, Hu M, Fan J, et al. Bioorg. Med. Chem. Lett., 2013,23:2916-2919
11. [11]
  [11] Wang J, Xie Y, Wang Z, et al. Sens. Actuators B: Chem., 2014,194:149-155
12. [12]
  [12] Wang X B, Ma X Y, Yang Z, et al. Chem. Commun., 2013,49: 11263-11265
13. [13]
  [13] Wang H H, Xue L, Fang Z J, et al. New J. Chem., 2010,34: 1239-1242
14. [14]
  [14] Kou S, Lee H N, Noort D, et al. Angew. Chem. Int. Ed., 2008, 47:872-876
15. [15]
  [15] Li P, Duan X, Chen Z, et al. Chem. Commun., 2011,47:7755-7757
16. [16]
  [16] Tang L J, Cai M J, Huang Z L, et al. Sens. Actuators B: Chem., 2013,185:188-194
17. [17]
  [17] Hewage H S, Anslyn E V. J. Am. Chem. Soc., 2009,131: 13099-13106
18. [18]
  [18] Lee Y J, Seo D, Kwon J Y, et al. Tetrahedron, 2006,62:12340 -12344
19. [19]
  [19] Santra M, Roy B, Ahn K H. Org. Lett., 2011,13:3422-3425
20. [20]
  [20] Sun W, Li W H, Li J, et al. Tetrahedron Lett., 2012,53:2332 -2335
21. [21]
  [21] Chen J W, Wang X Y, Zhu Y G, et al. Inrog. Chem., 2005,44: 3422-3430
22. [22]
  [22] Lin G W, Wang Y, Jin Q M, et al. Inorg. Chim. Acta, 2012, 382:35-42
23. [23]
  [23] Sheldrick G M. SHELXS-97, Program for the Solution of Crystal Structures, University of Göttingen, Germany, 1997.
24. [24]
  [24] Sheldrick G M. SHELXL-97, Program for the Refinement of Crystal Structures, University of Göttingen, Germany, 1997.
25. [25]
  [25] Liu Y, Fei Q, Shan H, et al. Analyst, 2014,139:1868-1875
26. [26]
  [26] Tayade K, Bondhopadhyay B, Basu A, et al. Talanta, 2014,122:16-22
27. [27]
  [27] Shortreed M, Kopelman R, Kuhn M, et al. Anal. Chem., 1996,68:1414-1418
28. [28]
  [28] Benesi H A, Hildebrand J H. J. Am. Chem. Soc., 1949,71: 2703-2707
29. [29]
  [29] Liu Y M, Fei Q, Shan H Y, et al. Analyst, 2014,139:1868-1875
30. [30]
  [30] Qu L, Yin C, Huo F, et al. Sens. Actuators B: Chem., 2013, 183:636-640
1. [1]
  Yanxi LIU , Mengjia XU , Haonan CHEN , Quan LIU , Yuming ZHANG . A fluorescent-colorimetric probe for peroxynitrite-anion-imaging in living cells. Chinese Journal of Inorganic Chemistry, 2025, 41(6): 1112-1122. doi: 10.11862/CJIC.20240423
2. [2]
  Hongjie SHEN , Haozhe MIAO , Yuhe YANG , Yinghua LI , Deguang HUANG , Xiaofeng ZHANG . Synthesis, crystal structure, and fluorescence properties of two Cu(Ⅰ) complexes based on pyridyl ligand. Chinese Journal of Inorganic Chemistry, 2025, 41(5): 855-863. doi: 10.11862/CJIC.20250009
3. [3]
  Hexing SONG , Zan SUN . Synthesis, crystal structure, Hirshfeld surface analysis, and fluorescent sensing for Fe³⁺ of an Mn(Ⅱ) complex based on 1-naphthalic acid. Chinese Journal of Inorganic Chemistry, 2025, 41(5): 885-892. doi: 10.11862/CJIC.20240402
4. [4]
  Yahui HAN , Jinjin ZHAO , Ning REN , Jianjun ZHANG . Synthesis, crystal structure, thermal decomposition mechanism, and fluorescence properties of benzoic acid and 4-hydroxy-2, 2′: 6′, 2″-terpyridine lanthanide complexes. Chinese Journal of Inorganic Chemistry, 2025, 41(5): 969-982. doi: 10.11862/CJIC.20240395
5. [5]
  Hong LI , Xiaoying DING , Cihang LIU , Jinghan ZHANG , Yanying RAO . Detection of iron and copper ions based on gold nanorod etching colorimetry. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 953-962. doi: 10.11862/CJIC.20230370
6. [6]
  Xin MA , Ya SUN , Na SUN , Qian KANG , Jiajia ZHANG , Ruitao ZHU , Xiaoli GAO . A Tb₂ complex based on polydentate Schiff base: Crystal structure, fluorescence properties, and biological activity. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1347-1356. doi: 10.11862/CJIC.20230357
7. [7]
  Xiaoling LUO , Pintian ZOU , Xiaoyan WANG , Zheng LIU , Xiangfei KONG , Qun TANG , Sheng WANG . Synthesis, crystal structures, and properties of lanthanide metal-organic frameworks based on 2, 5-dibromoterephthalic acid ligand. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1143-1150. doi: 10.11862/CJIC.20230271
8. [8]
  Yingchun ZHANG , Yiwei SHI , Ruijie YANG , Xin WANG , Zhiguo SONG , Min WANG . Dual ligands manganese complexes based on benzene sulfonic acid and 2, 2′-bipyridine: Structure and catalytic properties and mechanism in Mannich reaction. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1501-1510. doi: 10.11862/CJIC.20240078
9. [9]
  Jinlong YAN , Weina WU , Yuan WANG . A simple Schiff base probe for the fluorescent turn-on detection of hypochlorite and its biological imaging application. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1653-1660. doi: 10.11862/CJIC.20240154
10. [10]
  Jun LUO , Baoshu LIU , Yunchang ZHANG , Bingkai WANG , Beibei GUO , Lan SHE , Tianheng CHEN . Europium(Ⅲ) metal-organic framework as a fluorescent probe for selectively and sensitively sensing Pb²⁺ in aqueous solution. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2438-2444. doi: 10.11862/CJIC.20240240
11. [11]
  Yan Liu , Yuexiang Zhu , Luhua Lai . Introduction to Blended and Small-Class Teaching in Structural Chemistry: Exploring the Structure and Properties of Crystals. University Chemistry, 2024, 39(3): 1-4. doi: 10.3866/PKU.DXHX202306084
12. [12]
  Haitang WANG , Yanni LING , Xiaqing MA , Yuxin CHEN , Rui ZHANG , Keyi WANG , Ying ZHANG , Wenmin WANG . Construction, crystal structures, and biological activities of two Ln^Ⅲ₃ complexes. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1474-1482. doi: 10.11862/CJIC.20240188
13. [13]
  Weina Wang , Fengyi Liu , Wenliang Wang . “Extracting Commonality, Delving into Typicals, Deriving Individuality”: Constructing a Knowledge Graph of Crystal Structures. University Chemistry, 2024, 39(3): 36-42. doi: 10.3866/PKU.DXHX202308029
14. [14]
  Junqiao Zhuo , Xinchen Huang , Qi Wang . Symbol Representation of the Packing-Filling Model of the Crystal Structure and Its Application. University Chemistry, 2024, 39(3): 70-77. doi: 10.3866/PKU.DXHX202311100
15. [15]
  Changqing MIAO , Fengjiao CHEN , Wenyu LI , Shujie WEI , Yuqing YAO , Keyi WANG , Ni WANG , Xiaoyan XIN , Ming FANG . Crystal structures, DNA action, and antibacterial activities of three tetranuclear lanthanide-based complexes. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2455-2465. doi: 10.11862/CJIC.20240192
16. [16]
  Jing WU , Puzhen HUI , Huilin ZHENG , Pingchuan YUAN , Chunfei WANG , Hui WANG , Xiaoxia GU . Synthesis, crystal structures, and antitumor activities of transition metal complexes incorporating a naphthol-aldehyde Schiff base ligand. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2422-2428. doi: 10.11862/CJIC.20240278
17. [17]
  Wenyan Dan , Weijie Li , Xiaogang Wang . The Technical Analysis of Visual Software ShelXle for Refinement of Small Molecular Crystal Structure. University Chemistry, 2024, 39(3): 63-69. doi: 10.3866/PKU.DXHX202302060
18. [18]
  Xinting XIONG , Zhiqiang XIONG , Panlei XIAO , Xuliang NIE , Xiuying SONG , Xiuguang YI . Synthesis, crystal structures, Hirshfeld surface analysis, and antifungal activity of two complexes Na(Ⅰ)/Cd(Ⅱ) assembled by 5-bromo-2-hydroxybenzoic acid ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1661-1670. doi: 10.11862/CJIC.20240145
19. [19]
  Yuyao Wang , Zhitao Cao , Zeyu Du , Xinxin Cao , Shuquan Liang . Research Progress of Iron-based Polyanionic Cathode Materials for Sodium-Ion Batteries. Acta Physico-Chimica Sinica, 2025, 41(4): 100035-. doi: 10.3866/PKU.WHXB202406014
20. [20]
  Yuan ZHU , Xiaoda ZHANG , Shasha WANG , Peng WEI , Tao YI . Conditionally restricted fluorescent probe for Fe³⁺ and Cu²⁺ based on the naphthalimide structure. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 183-192. doi: 10.11862/CJIC.20240232

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(239)
HTML views(23)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142

Synthesis, Crystal Structure and Spectroscopic Property of a Benzothiazole-Based Fluorescent Probe for Cu2+

Metrics

通讯作者: 陈斌, bchen63@163.com

Synthesis, Crystal Structure and Spectroscopic Property of a Benzothiazole-Based Fluorescent Probe for Cu²⁺