Citation: Ru-Yi ZHANG, Xin CHEN, Yuan-Yuan GUO, Chong LIU, Kun-Lin HUANG. Structural diversity and luminescence properties of a series of complexes based on terpyridine-4-carboxylic acid[J]. Chinese Journal of Inorganic Chemistry, ;2023, 39(5): 928-938. doi: 10.11862/CJIC.2023.047 shu

Structural diversity and luminescence properties of a series of complexes based on terpyridine-4-carboxylic acid

1.
College of Chemistry, Chongqing Normal University, Chongqing 401331, China
2.
School of Chemical Engineering, Sichuan University, Chengdu 610065, China

Corresponding author: Xin CHEN, c00x00@cqnu.edu.cn Kun-Lin HUANG, kunlin@cqnu.edu.cn
Received Date: 13 October 2022
Revised Date: 19 January 2023

Figures(7)

A series of complexes constructed by 2,2′∶6,2″-terpyridine-4-carboxylic acid (Htpc), namely [Cr₂(tpc)₂ (HCOO)₂(OH)₂]·4H₂O (1), [Ba(tpc)₂(H₂O)₂]_n (2), [Zn₂(tpc)₂(NO₃)₂]_n (3), [Pb(Htpc)(NO₃)₂]·2H₂O (4), and [Rh(Htpc)Cl₃]·CH₃OH·H₂O (5), have been prepared under solvothermal conditions. Single crystal X-ray analysis reveals that the organic ligands took four different coordination fashions in 1-5. Complexes 1-5 show novel supramolecular networks through rich C—H…O/N hydrogen bonds and π…π contacts. The luminescence of the complexes was investigated and under 365 nm ultraviolet radiation the crystals of 2-5 displayed green, blue, purple-blue, and golden colors, respectively.
- terpyridine-4-carboxylic acid,
- complex,
- cluster,
- hydrogen bond,
- photoluminescence
1. [1]
  Qiu T J, Liang Z B, Guo W H, Tabassum H, Gao S, Zou R Q. Metal-organic framework-based materials for energy conversion and storage[J]. ACS Energy Lett., 2020,5(2):520-532. doi: 10.1021/acsenergylett.9b02625
2. [2]
  Han L J, Ge F Y, Sun G H, GaoX J, Zheng H G. Effective adsorption of Congo red by a MOF-based magnetic material[J]. Dalton Trans., 2019,48:4650-4656. doi: 10.1039/C9DT00813F
3. [3]
  Yin H Q, Yin X B. Metal-organic frameworks with multiple luminescence emissions: Designs and applications[J]. Acc. Chem. Res., 2020,53(2):485-495. doi: 10.1021/acs.accounts.9b00575
4. [4]
  Duan X D, Ren S S, Ge F Y, Zhu X K, Zhang M D, Zheng H G. MOF-derived CoNi, CoO, NiO@N-C bifunctional oxygen electrocatalysts for liquid and all-solid-state Zn-air batteries[J]. Nanoscale, 2021,13:17655-17662. doi: 10.1039/D1NR04537G
5. [5]
  Feng L, Wang K Y, Willman J, Zhou H C. Hierarchy in metal-organic frameworks[J]. ACS Cent. Sci., 2020,6(3):359-367. doi: 10.1021/acscentsci.0c00158
6. [6]
  Yadav S, Sharma S, Dutta S, Sharma A, Adholeya A, Sharma R K. Harnessing the untapped catalytic potential of a CoFe₂O₄/Mn-BDC hybrid MOF composite for obtaining a multitude of 1,4-disubstituted 1,2,3-triazole scaffolds[J]. Inorg. Chem., 2020,59(12):8334-8344. doi: 10.1021/acs.inorgchem.0c00752
7. [7]
  Lei M Y, Ge F Y, Gao X J, Shi Z Q, Zheng H G. A water-stable Tb-MOF as a rapid, accurate, and highly sensitive ratiometric luminescent sensor for the discriminative sensing of antibiotics and D₂O in H₂O[J]. Inorg. Chem., 2021,60:10513-10521. doi: 10.1021/acs.inorgchem.1c01145
8. [8]
  Li C, Li Q, Kaneti Y V, Hou D, Yamauchi Y, Mai Y Y. Self-assembly of block copolymers towards mesoporous materials for energy storage and conversion systems[J]. Chem. Soc. Rev., 2020,49:4681-4736. doi: 10.1039/D0CS00021C
9. [9]
  Mahmoud M E, Audi H, Assoud A, Ghaddar T H, Hmadeh M. Metal-organic framework photocatalyst incorporating bis(4'-(4-carboxyphenyl)-terpyridine)ruthenium(Ⅱ) for visible-light-driven carbon dioxide reduction[J]. J. Am. Chem. Soc., 2019,141(17):7115-7121. doi: 10.1021/jacs.9b01920
10. [10]
  Li H Z, Wang F. A zinc(Ⅱ) coordination polymer based on carboxyphenyl-terpyridine ligand with novel hydrogen-bond topology[J]. Inorg. Chim. Acta, 2020,502119351. doi: 10.1016/j.ica.2019.119351
11. [11]
  YUAN Y N, WANG Z X, WANG Z Y, SONG Y Y, WANG Q L, YANG C. Zinc(Ⅱ) and cadmium(Ⅱ) complexes derived from 4'-(2-pyridyl)-2,2'∶6',2″-terpyridine: Crystal structures and fluorescence property[J]. Chinese J. Inorg. Chem., 2022,38(9):1878-1886.
12. [12]
  Wu Z L, Dong J, Ni W Y, Zhang B W, Cui J Z, Zhao B. Unique chiral interpenetrating d-f heterometallic MOFs as luminescent sensors[J]. Inorg. Chem., 2015,54(11):5266-5272. doi: 10.1021/acs.inorgchem.5b00240
13. [13]
  CHEN X L, SHANG L, HUANG M P, TONG Y Q, ZHANG J N, XUE W N. Two complexes based on terpyridine/benzotricarboxylic acid ligands: Synthesis, structures and properties[J]. Chinese J. Inorg. Chem., 2021,37(2):340-350.
14. [14]
  Gomez G E, Ridenour J A, Byrne N M, Shevchenko A P, Cahill C L. Novel heterometallic uranyl-transition metal materials: Structure, topology, and solid state photoluminescence properties[J]. Inorg. Chem., 2019,58(11):7243-7254. doi: 10.1021/acs.inorgchem.9b00255
15. [15]
  Lin Z K, Thacker N C, Sawano T, Drake T, Ji P F, Lan G X, Cao L Y, Liu S B, Wang C, Lin W B. Metal-organic layers stabilize earth-abundant metal-terpyridine diradical complexes for catalytic C—H activation[J]. Chem. Sci., 2018,9:143-151. doi: 10.1039/C7SC03537C
16. [16]
  Hu R X, Yang J, Chen X, Zhang X, Zhang M B. Monomer, chain, layer and 3-D framework constructed by linear 4'-(4-carboxyphenyl)-2,2'∶ 6',2″-terpyridine[J]. Inorg. Chim. Acta, 2018,482:702-708. doi: 10.1016/j.ica.2018.07.006
17. [17]
  Li X F, Wang X, Wu Y Y, Zhao X W, Li H Y, Li Y M. Four coordination polymers based on 4'-(4-carboxyphenyl)-2,2'∶6',2″-terpyridine: Syntheses, structures and properties[J]. J. Solid State Chem., 2019,269:118-124. doi: 10.1016/j.jssc.2018.09.019
18. [18]
  Kharat A N, Bakhoda A, Zamanian S. Synthesis and structural studies of some fluorescent group Ⅻ metal complexes with a terpyridine based ligand[J]. Polyhedron, 2011,30:1134-1142. doi: 10.1016/j.poly.2011.01.024
19. [19]
  Xi Y R, Wei W, Xu Y Q, Huang X Q, Zhang F Z, Hu C W. Coordination polymers based on substituted terpyridine ligands: Synthesis, structural diversity, and highly efficient and selective catalytic oxidation of benzylic C—H bonds[J]. Cryst. Growth Des., 2015,15:2695-2702. doi: 10.1021/acs.cgd.5b00008
20. [20]
  Chen R L, Chen X Y, Zheng S R, Fan J, Zhang W G. Construction of Ag(Ⅰ)-Ln(Ⅲ) heterometallic coordination polymers based on binuclear Ag₂(DSPT)₂ (H₂DSPT=4'-(2,4-disulfophenyl)-2,2'∶6'2″-terpyridine) rings and Ln(Ⅲ) dimeric molecular building blocks[J]. Cryst. Growth Des., 2013,13:4428-4434. doi: 10.1021/cg400926q
21. [21]
  Xiong X, Zhou L Y, Cao W J, Liang J Y, Wang Y Z, Hu S Q, Yu F, Li B. Metal-organic frameworks based on halogen-bridged dinuclear-Cu-nodes as promising materials for high performance supercapacitor electrodes[J]. CrystEngComm, 2017,19:7177-7184. doi: 10.1039/C7CE01840A
22. [22]
  Silva M R E, Auvray T, Milette B L, Franco M P, Braga A A C, Toma H E, Hanan G S. Unusual photooxidation of S-bonded mercaptopyridine in a mixed ligand ruthenium(Ⅱ) complex with terpyridine and bipyridine ligands[J]. Inorg. Chem., 2018,57:4898-4905. doi: 10.1021/acs.inorgchem.7b02965
23. [23]
  HE C Y, YANG X Q, ZHANG Y H, JIANG S. Synthesis, structure and properties of three copper(Ⅱ) complexes based on a bifunctional ligand 2,2'∶6'2''-terpyridine-4'-carboxylic acid[J]. Chinese J. Inorg. Chem., 2021,37(12):2267-2278.
24. [24]
  Huo D B, Lin F F, Chen S N, Ni Y R, Wang R H, Chen H, Duan L L, Ji Y F, Zhou A J, Tong L P. Ruthenium complex-incorporated two-dimensional metal-organic frameworks for cocatalyst-free photocatalytic proton reduction from water[J]. Inorg. Chem., 2020,59(4):2379-2386. doi: 10.1021/acs.inorgchem.9b03250
25. [25]
  Jiang S, Zhang Y H, Wang H, Zhan C L. Two Zn(Ⅱ) coordination polymers for highly selective detection of phenol based nitroaromatics and removal of water soluble organic dyes[J]. J. Solid State Chem., 2020,289121481. doi: 10.1016/j.jssc.2020.121481
26. [26]
  Constable E C, Dunphy E L, Housecroft C E, Neuburger M, Schaffner S, Batten F S S R. Expanded ligands: Bis(2,2'∶6', 2''-terpyridine carboxylic acid)ruthenium(Ⅱ) complexes as metallosupramolecular analogues of dicarboxylic acids[J]. Dalton Trans., 2007:4323-4332.
27. [27]
  Zhang N, Yang J, Hu R X, Zhang M B. Syntheses and structures of terpyridine-metal complexes[J]. Z. Anorg. Allg. Chem., 2013,639(1):197-202. doi: 10.1002/zaac.201200339
28. [28]
  Kobayashi A, Oizumi S, Shigeta Y, Kato M Y M. Proton-switchable vapochromic behaviour of a platinum(Ⅱ)-carboxy-terpyridine complex[J]. Dalton Trans., 2016,45:17485-17494. doi: 10.1039/C6DT03189G
29. [29]
  Fedoseev A M, Grigoriev M S, Charushnikova I A, Budantseva N A, Stanetskaya N M, Tyurin V S. Neptunium(Ⅴ) isothiocyanate complexes with 4'-aryl-substituted 2,2'∶6',2″-terpyridines and N, N-dimethylacetamide as molecular ligands[J]. Inorg. Chem., 2021,60(3):1857-1868. doi: 10.1021/acs.inorgchem.0c03315
30. [30]
  Li H S, Zhang S M, Ye P, Sun T, Wang K, Zhang X Q, Li Y. Syntheses, crystal structures and photoluminescent properties of dinuclear and tetranuclear zinc complexes with 1,4-bis(2,2'∶6',2″-terpyridine-4'-yl) benzene[J]. J. Coord. Chem., 2021,74(4/5/6):927-941.
31. [31]
  Dickenson J C, Haley M E, Hyde J T, Reid Z M, Tarring T J, Iovan D A, Harrison D P. Fine-tuning metal and ligand-centered redox potentials of homoleptic bis-terpyridine complexes with 4'-aryl substituents[J]. Inorg. Chem., 2021,60(13):9956-9969. doi: 10.1021/acs.inorgchem.1c01233
32. [32]
  Yang X Q, Liu H Q, Hu B, Luo X B, Zeng G S, Huang W. A rare case of Ag coordination polymer having five-coordinate planar pentagon metal center[J]. Inorg. Chem. Commun., 2021,125108410. doi: 10.1016/j.inoche.2020.108410
33. [33]
  Thuéry P, Harrowfield J. Uranyl ion complexes with 2,2'∶6',2″-terpyridine-4'-carboxylate. Interpenetration of networks involving "expanded ligands"[J]. CrystEngComm, 2021,23:7305-7313. doi: 10.1039/D1CE01215K
34. [34]
  Qian J F, Lu H J, Zheng Z F, Xu M M, Qian Y, Zhang Z H, Wang J Q, He M Y, Lin J. Achieving colour tuneable and white-light luminescence in a large family of dual-emission lanthanide coordination polymers[J]. Dalton Trans., 2021,50:14325-14331. doi: 10.1039/D1DT01618K
35. [35]
  Sheldrick G M. SHELXL 97, Program for the solution of crystal structure. University of Göttingen, Germany, 1997.
36. [36]
  Sheldrick G M. SHELXL 97, Program for crystal structure refinement. University of Göttingen, Germany, 1997.
37. [37]
  Dolomanov O V, Bourhis L J, Gildea R J, Howard J A K, Puschmann H. OLEX2: A complete structure solution, refinement and analysis program[J]. J. Appl. Crystallogr., 2009,42:339-341. doi: 10.1107/S0021889808042726
38. [38]
  Vishnoi P, Kaleeswaran D, Kalita A C, Murugavel R. Dependence of the SBU length on the size of metal ions in alkaline earth MOFs derived from a flexible C₃-symmetric tricarboxylic acid[J]. CrystEngComm, 2016,18:9130-9138. doi: 10.1039/C6CE01821A
39. [39]
  Fard Z H, Kalinovskyy Y, Spasyuk D M, Blight B A, Shimizu G K H. Alkaline-earth phosphonate MOFs with reversible hydration-dependent fluorescence[J]. Chem. Commun., 2016,52:12865-12868. doi: 10.1039/C6CC06490F
40. [40]
  Xiao D R, Chen H Y, Sun D Z, He J H, Yan S W, Yang J, Wang X, Yuan R, Wang E B. Guest-induced expanding and shrinking porous modulation based on interdigitated metal-organic frameworks constructed by 4, 4'-sulfonyldibenzoate and barium ions[J]. CrystEngComm, 2012,14:2849-2858. doi: 10.1039/c2ce06428f
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