Citation: Ce XU, Kang DU, Lin TAN, Xiang-Hong LI, Bing-Guang ZHANG, Ding-Guo TANG. Cycloruthenated Complex Based on 3-Ethyl-1-(thiophen-2-yl)imidazolium: Synthesis and Recognizing Hg²⁺[J]. Chinese Journal of Inorganic Chemistry, ;2022, 38(2): 220-226. doi: 10.11862/CJIC.2022.036 shu

Cycloruthenated Complex Based on 3-Ethyl-1-(thiophen-2-yl)imidazolium: Synthesis and Recognizing Hg²⁺

School of Chemistry and Materials Science, South-Central University for Nationalities, Wuhan 430073, China

Corresponding author: Xiang-Hong LI, lixhchem@mail.scuec.edu.cn
Received Date: 9 June 2021
Revised Date: 16 December 2021

Figures(10)

A new cyclometalated ruthenium complex[Ru(L)(bpy)₂]⁺ (1) was synthesized by using 3-ethyl-1-(thiophen-2-yl)imidazolium (L) and 2, 2'-bipyridine (bpy), which has been characterized by NMR and HRMS. The interactions between complex 1 and common metal ions were investigated by UV-Vis absorption spectra. Only upon the addition of Hg²⁺, the absorption was blue-shifted from 548 to 448 nm companied with the solution color varying from red to yellow. By analyzing absorption and MS spectra, the mechanism of complex 1 sensing to Hg²⁺ could be attributed to the possible conversion of coordination mode from Ru—C to Ru—S resulting from the interaction between Hg²⁺ and S.
- cyclometalated ruthenium complex,
- MLCT absorption,
- ion recognition
1. [1]
  Constable E C. Cyclometallated Complexes Incorporating a Heterocyclic Donor Atom; The Interface of Coordination Chemistry and Organometallic Chemistry[J]. Polyhedron, 1984,3(9/10):1037-1057.
2. [2]
  Djukic J P, Sortais J B, Barloy L, Pfeffer M. Cycloruthenated Compounds-Synthesis and Applications[J]. Eur. J. Inorg. Chem., 2009(7):817-853.
3. [3]
  Muro-Small M L, Yarnell J E, McCusker C E, Castellano F N. Spectroscopy and Photophysics in Cyclometalated Ru^Ⅱ-Bis(bipyridyl) Complexes[J]. Eur. J. Inorg. Chem., 2012,2012(25):4004-4011. doi: 10.1002/ejic.201200460
4. [4]
  Reveco P, Cherry W R, Medley J, Garber A, Gale R J, Selbin J. Cyclometalated Complexes of Ruthenium. 3. Spectral, Electrochemical and Two-Dimensional Proton NMR of[Ru(bpy)₂(cyclometalating ligand)]⁺[J]. Inorg. Chem., 1986,25(11):1842-1845. doi: 10.1021/ic00231a025
5. [5]
  Bessho T, Yoneda E, Yum J H, Guglielmi M, Tavernelli I, Imai H, Rothlisberger U, Nazeeruddin M K, Grätzel M. New Paradigm in Molecular Engineering of Sensitizers for Solar Cell Applications[J]. J. Am. Chem. Soc., 2009,131(16):5930-5934. doi: 10.1021/ja9002684
6. [6]
  Bomben P G, Robson K C D, Koivisto B D, Berlinguette C P. Cyclometalated Ruthenium Chromophores for the Dye-Sensitized Solar Cell[J]. Coord. Chem. Rev., 2012,256(15/16):1438-1450.
7. [7]
  Huang J F, Liu J M, Su P Y, Chen Y F, Shen Y, Xiao L M, Kuang D B, Su C Y. Highly Efficient and Stable Cyclometalated Ruthenium Complexes as Sensitizers for Dye-Sensitized Solar Cells[J]. Electrochim. Acta, 2015,174:494-501. doi: 10.1016/j.electacta.2015.06.023
8. [8]
  Nguyen T D, Lan Y P, Wu C G. High-Efficiency Cycloruthenated Sensitizers for Dye-Sensitized Solar Cells[J]. Inorg. Chem., 2018,57(3):1527-1534. doi: 10.1021/acs.inorgchem.7b02862
9. [9]
  Li Z J, Yao C J, Zhong Y W. Near-Infrared Electrochromism of Multilayer Films of a Cyclometalated Diruthenium Complex Prepared by Layer-by-Layer Deposition on Metal Oxide Substrates[J]. Sci. China: Chem., 2019,62(12):1675-1685. doi: 10.1007/s11426-019-9640-1
10. [10]
  YAO C J, ZHONG Y W. Near Infrared Electrical Discoloration Based on Mixed Price Double Ruthenium Complex[J]. Chin. Sci. Bull., 2014,59(17):1591-1602.
11. [11]
  Lv Z, Wei H J, Li Q, Su X L, Liu S J, Zhang K Y, Huang , Lv W, Zhao Q, Li X H, Huang W. Achieving Efficient Photodynamic Therapy under both Normoxia and Hypoxia Using Cyclometalated Ru Photosensitizer through Type Ⅰ Photochemical Process[J]. Chem. Sci., 2018,9(2):502-512. doi: 10.1039/C7SC03765A
12. [12]
  Huang H Y, Zhang P Y, Yu B L, Chen Y, Wang J Q, Ji L N, Chao H. Targeting Nucleus DNA with a Cyclometalated Dipyridophenazineruthenium Complex[J]. J. Med. Chem., 2014,57(21):8971-8983. doi: 10.1021/jm501095r
13. [13]
  Wade C R, Gabbaï F P. Cyanide Anion Binding by a Triarylborane at the Outer Rim of a Cyclometalated Ruthenium Cationic Complex[J]. Inorg. Chem., 2010,49(2):714-720. doi: 10.1021/ic9020349
14. [14]
  Cheng X J, Li J P, Li X H, Zhang D H, Zhang H J, Zhang A Q, Huang H, Lian J S. A Highly Sensitive Sensor Based on Hollow Particles for the Detection, Adsorption and Removal of Hg²⁺ Ions[J]. J. Mater. Chem., 2012,22(45):24102-24108. doi: 10.1039/c2jm35427f
15. [15]
  Lo H S, Lo K W, Yeung C F, Wong C Y. Rapid Visual and Spectrophotometric Nitrite Detection by Cyclometalated Ruthenium Complex[J]. Anal. Chim. Acta, 2017,990:135-140. doi: 10.1016/j.aca.2017.07.018
16. [16]
  Xie X K, Huynh H V. Cyclometallated Ruthenium Complexes with Ditopic Thienyl-NHC Ligands: Syntheses and Alkyne Annulations[J]. Org. Chem. Front., 2015,2(12):1598-1603. doi: 10.1039/C5QO00292C
17. [17]
  Reveco P, Schmehl R H, Cherry W R, Fronczek F R, Selbin J. Cyclometalated Complexes of Ruthenium. 2. Spectral and Electrochemical Properties and X-ray Structure of Bis(2, 2'-bipyridine)(4-nitro-2-(2-pyridyl)phenyl)ruthenium[J]. Inorg. Chem., 1985,24(24):4078-4082. doi: 10.1021/ic00218a023
18. [18]
  Su X L, Zeng R Q, Li X H, Dang W J, Yao K Y, Tang D G. Cycloruthenated Complexes: pH-Dependent Reversible Cyclometallation and Reactions with Nitrite at Octahedral Ruthenium Centers[J]. Dalton Trans., 2016,45(17):7450-7459. doi: 10.1039/C6DT00576D
19. [19]
  Zhao Q, Cao T Y, Li F Y, Li X H, Jing H, Yi T, Huang C H. A Highly Selective and Multisignaling Optical-Electrochemical Sensor for Hg²⁺ Based on a Phosphorescent Iridium Complex[J]. Organometallics, 2007,26(8):2077-2081. doi: 10.1021/om061031r
20. [20]
  Wu Y Q, Jing H, Dong Z S, Zhao Q, Wu H Z, Li F Y. Ratiometric Phosphorescence Imaging of Hg in Living Cells Based on a Neu-tral Iridium Complex[J]. Inorg. Chem., 2011,50(16):7412-7420. doi: 10.1021/ic102082k
21. [21]
  Constable E C, Dunne S J, Rees D G F, Schmitt C X. Reversible Cyclometallation at a Ruthenium Centre[J]. Chem. Commun., 1996,10:1169-1170.
22. [22]
  Moorlag C, Clot O, Wolf M O, Patrick B O. Switchable Thiophene Coordination in Ru Bipyridyl Phosphinoterthiophene Complexes[J]. Chem. Commun., 2002,24:3028-3029.
23. [23]
  Moorlag C, Wolf M O, Bohne C, Patrick B O. Reversible Molecular Switching of Ruthenium Bis(bipyridyl) Groups Bonded to Oligothiophenes: Effect on Electrochemical and Spectroscopic Properties[J]. J. Am. Chem. Soc., 2005,127(17):6382-6393. doi: 10.1021/ja043573a
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Cycloruthenated Complex Based on 3-Ethyl-1-(thiophen-2-yl)imidazolium: Synthesis and Recognizing Hg2+

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通讯作者: 陈斌, bchen63@163.com

Cycloruthenated Complex Based on 3-Ethyl-1-(thiophen-2-yl)imidazolium: Synthesis and Recognizing Hg²⁺