Citation: Xin ZHANG, Xiao-Feng JIANG, Yun-Zhou CHEN, Yun-Feng CHEN, Li-Li DING, Li-Hui JIA. A Double Azole-bridged Dinuclear Copper(Ⅱ) Complex Containing 4-Pyridyl-NH-1, 2, 3-triazoles: Synthesis, Structure and Magnetism[J]. Chinese Journal of Structural Chemistry, ;2020, 39(5): 918-926. doi: 10.14102/j.cnki.0254-5861.2011-2595 shu

A Double Azole-bridged Dinuclear Copper(Ⅱ) Complex Containing 4-Pyridyl-NH-1, 2, 3-triazoles: Synthesis, Structure and Magnetism

Xin ZHANG ^a ,
Xiao-Feng JIANG ^a ,
Yun-Zhou CHEN ^a ,
Yun-Feng CHEN ^a ,
Li-Li DING ^a,, ,
Li-Hui JIA ^{a, b,,}

a.
Key Laboratory for Green Chemistry Process of Ministry of Education, School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430073, China
b.
Ministry-of-Education Key Laboratory for the Synthesis and Application of Organic Function Molecules, Hubei University, Wuhan 430062, China

Corresponding author: Li-Li DING, 7384419@qq.com Li-Hui JIA, jialihui715@wit.edu.cn
Received Date: 5 September 2019
Accepted Date: 21 November 2019

Fund Project: the National Natural Science Foundation of China 21002076the National Natural Science Foundation of China 21441007the Open Fund Project of Ministry-of-Education Key Laboratory for the Synthesis and Application of Organic Function Molecules, Hubei University KLSAOFM1709the Graduate Innovative Fund of Wuhan Institute of Technology CX2018150the Graduate Innovative Fund of Wuhan Institute of Technology CX2018132

Figures(4)

A new dinuclear copper(Ⅱ) compound [Cu₂(CH₃COO)₂(L)₂(H₂O)₂]·4H₂O (1, HL = 4-pyridyl-NH-1, 2, 3-triazole) has been synthesized and characterized. Single-crystal X-ray diffraction showed that complex 1 crystallizes in monoclinic space group P2₁/c with a = 0.8427(1), b = 1.0981(1), c = 1.3610(1) nm, β = 93.364(4)°, V = 1.2573(1) nm³, M_r = 643.56, Z = 2, D_c = 1.700 g/cm³, μ = 1.760 mm^-1, R = 0.0376, wR = 0.0981, and possesses a planar Cu₂N₄ six-membered ring, in which both Cu(Ⅱ) ions are bridged by two 1, 2, 3-triazole ligands. The neighboring dinuclear molecules are bound by strong intermolecular hydrogen bonds to create 1-D chains expanding along the b axis, which further form a 3-D supramolecular framework. Magnetic susceptibility measurement indicated the presence of weak antiferromagnetic interactions within the complex. The best fit using spin Hamiltonian yields the magnetic coupling constant J = –14.82 cm^-1 above 30 K. The magnetic data are compared to those obtained for related double diazine bridged dinuclear copper(Ⅱ) complexes and magneto-structural correlations are discussed.
- dinuclear Cu(Ⅱ) complexes,
- 4-pyridyl-NH-1,2,3-triazole,
- magnetic properties,
- magneto-structural correlation
1. [1]
  Chen, Y. Z.; Chen, X. L.; Chen, Y. F.; Jia, L. H.; Zeng, M. H. Design, structure and magnetic properties of a novel one dimensional Mn(Ⅱ) coordination polymer constructed from 4-pyridyl-NH-1, 2, 3-triazole. Inorg. Chem. Comm. 2017, 84, 182–185. doi: 10.1016/j.inoche.2017.08.012
2. [2]
  a) Ranga, M. R. R.; Romanova, J.; Curry, R. J.; Silva, S. R. P.; Jarowski, P. D. The role of substituent effects in tuning metallophilic interactions and emission energy of bis-4-(2-pyridyl)-1, 2, 3-triazolatoplatinum(Ⅱ) complexes. Angew. Chem. Int. Ed. 2015, 54, 7949–7953; b) Romanova, J.; Prabhath, M. R. R.; Jarowski, P. D. Relationship between metallophilic interactions and luminescent properties in Pt(Ⅱ) complexes: TD-DFT guide for the molecular design of light-responsive materials. J. Phys. Chem. C 2016, 120, 2002–2012. c) Wang, D.; Denux, D.; Ruiz, J.; Astrucl, D. The clicked pyridyl-triazole ligand: from homogeneous to robust, recyclable heterogeneous mono-and polymetallic palladium catalysts for efficient Suzuki-Miyaura, Sonogashira, and Heck reactions. Adv. Synth. Catal. 2013, 355, 129–142.
3. [3]
  a) Crowley, J. D.; Preston, D.; Van Hilst, Q. V.; Crowley, J. D. Functional metal complexes from CuAAC "click" bidentate and tridentate pyridyl-1, 2, 3-triazole ligands. Dalton Trans. 2018, 47, 997–1002; b) Meldal, M.; Tornoe, C. W. Cu-Catalyzed azide-alkyne cycloaddition. Chem. Rev. 2008, 108, 2952–3015. c) Liang, L.; Astruc, D. The copper(I)-catalyzed alkyne-azide cycloaddition (CuAAC) "click" reaction and its applications. An overview. Coord. Chem. Rev. 2011, 255, 2933–2945; d) Hein, J. E.; Fokin, V. V. Copper-catalyzed azid-alkyne cycloaddition (CuAAC) and beyond: new reactivity of copper(I) acetylidesw. Chem. Soc. Rev. 2010, 39, 1302–1315.
4. [4]
  a) Crowley, J. D.; McMorran, D. A. "Click-triazole" coordination chemistry: exploiting 1, 4-disubstituted-1, 2, 3-triazoles as ligands. Top. Heterocycl. Chem. 2012, 28, 31–84; b) Struthers, H.; Mindt, T. L.; Schibli, R. Metal chelating systems synthesized using the copper(I) catalyzed azide-alkyne cycloaddition. Dalton Trans. 2010, 39, 675–696. c) Vasdev, R. A. S.; Preston, D.; Crowley, J. D. Functional metallosupramolecular architectures using 1, 2, 3-triazole ligands: it's as easy as 1, 2, 3 "click". Dalton Trans. 2017, 46, 2402–2414. d) Schweinfurth, D.; Hettmanczyk, L.; Suntrup, L.; Sarkar, B. Metal complexes of click-derived triazoles and mesoionic carbenes: electron transfer, photochemistry, magnetic bistability, and catalysis. Z. Anorg. Allg. Chem. 2017, 643, 554–584.
5. [5]
  Hu, T. L.; Li, J. R.; Liu, C. S. Syntheses, crystal structures, and magneto-structural correlations of Novel Cu^Ⅱ complexes containing a planar [Cu(µ-L¹)]₂ (HL¹ = 3-(2-pyridyl)pyrazole) unit: from dinuclear to tetranuclear and then to one-dimensional compounds. Inorg. Chem. 2006, 45, 162−173. doi: 10.1021/ic051488d
6. [6]
  Mokuolu, Q. F.; Foguet-Albiol, D.; Jones, L. F.; Wolowska, J.; Kowalczyk, R. M.; Kilne, C. A.; Christou, G.; McGowan, P. C.; Halcrow, M. A. Four copper(Ⅱ) pyrazolido complexes derived from reactions of 3{5}-substituted pyrazoles with CuF₂ or Cu(OH)₂. Dalton Trans. 2007, 14, 1392−1399.
7. [7]
  Du, M.; Chen, S. T.; Guo, Y. M.; Bu, X. H.; Ribas, J. Synthesis, crystal structure, spectroscopy and magnetic properties of a dinuclear Cu^Ⅱ complex with 3, 5-bis(2-pyridyl)pyrazole bridging ligand. J. Mol. Struct. 2005, 737, 17−21. doi: 10.1016/j.molstruc.2004.10.005
8. [8]
  a) Pons, J.; López, X.; Casabó, J.; Miravitlles, C. Copper complexes with a pyrazole derivative ligand. Crystal structure of tetrakis{[(3, 5-bis(pyridin-2-yl)pyrazolate)-(aqua)copper(Ⅱ)] nitrate monohydrate}. Inorg. Chim. Acta 1992, 195, 61−66. b) Munakata, M.; Wu, L. P.; Yamamoto, M.; Kuroda-Sowa, W.; Maekawa, M.; Kawata, S.; Kitagawa, S. J. Chem. Soc. Dalton Trans. 1995, 24, 4099−4106.
9. [9]
  Slangen, P. M.; van Koningsbruggen. P. J.; Goubitz, K.; Haasnoot, J. G. Isotropic magnetic exchange interaction through double u-1, 2, 4-triazolato-N1, N2 bridges: X-ray crystal structure, magnetic properties, and EPR study of bis(u-3-pyridin-2-yl-l, 2, 4-triazolato-N΄, N1, N2)(sulfato-o)aquacopper(Ⅱ)diaquacopper(Ⅱ) trihydra. Inorg. Chem. 1994, 33, 1121–1126. doi: 10.1021/ic00084a025
10. [10]
  Prins, R.; Birker, P. J. M. W. L.; Haasnoot, J. G.; Verschoor, G. C.; Reedijk, J. Magnetic properties of dimeric disubstituted-triazole copper(Ⅱ) compounds. X-ray structure of bis[u-3, 5-bis(pyridin-2-yl)-1, 2, 4-triazolato-N', N1, N2, N"]-bis[aqua(trifluoromethanesulfonato-O)copper(Ⅱ)]. J. Inorg. Chem. 1985, 24, 4128–4133. doi: 10.1021/ic00218a031
11. [11]
  Kaase, D.; Gotzmann, C.; Rein, S.; Lan, Y. H.; Kacprzak, S.; Klingele, J. [1, 2, 4]Triazolo[4, 3-a]pyridines as bridging ligands magnetism of azole-bridged dinuclear copper(Ⅱ) complexes influenced by the trigonal distortion parameter τ. J. Inorg. Chem. 2014, 53, 5546–5555. doi: 10.1021/ic500226z
12. [12]
  Bai, S. Q.; Jiang, L.; Zuo, J. L.; Yan, C. H.; Hor, T. S. A. Dinuclear Cu(Ⅱ) 1, 2, 3-triazole-bridged complex with ferromagnetic coupling. Aust. J. Chem. 2013, 66, 1029–1033. doi: 10.1071/CH13224
13. [13]
  Guha, P. M.; Phan, H.; Kinyon, J. S.; Brotherton, W. S.; Sreenath, W.; Simmons, J. T.; Wang. Z. X.; Clark, R. J.; Dalal, N. S.; Shatruk, M.; Zhu, L. Structurally diverse copper(Ⅱ) complexes of polyaza ligands containing 1, 2, 3-triazoles: site selectivity andmagnetic properties. Inorg. Chem. 2012, 51, 3465−3477. doi: 10.1021/ic2021319
14. [14]
  Hu, Q. Q.; Liu, Y.; Deng, X. X.; Li, Y. J.; Chen, Y. F. Aluminium(Ⅲ) chloride-catalyzed three-component condensation of aromatic aldehydes, nitroalkanes and sodium azide for the synthesis of 4-aryl-NH-1, 2, 3-triazoles. Adv. Synth. Catal. 2016, 358, 1689–1693. doi: 10.1002/adsc.201600098
15. [15]
  a) Sheldrick, G. M. A short history of SHELX. Acta. Cryst. 2008, A64, 112–122. b) Sheldrick, G. M. Crystal structure refinement with SHELXL. Acta. Cryst. 2015, C71, 3–8. c) Dolomanov, O. V.; Bourhis, L. J.; Gildea, R. J.; Howad, J. A. K.; Puschmann, M. OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. 2009, 42, 339–341
16. [16]
  Addison, A. W.; Rao, T. N.; Reedijk, J.; Rijin, J. V.; Verschoor, G. C. Synthesis, structure, and spectroscopicproperties of copper(Ⅱ) compounds containing nitrogen-sulphur donor ligands; the crystal and molecular structure of aqua[l, 7-bis(N-methylbenzimidazol-2΄-yl)-2, 6-dithiaheptane]copper(Ⅱ) perchlorate. J. Chem. Soc. Dalton Trans. 1984, 7, 1349–1356.
17. [17]
  Janiak, C. A critical account on π-π stacking in metal complexes with aromatic nitrogen-containing ligand. J. Chem. Soc. Dalton Trans. 2000, 8, 3885–3896.
18. [18]
  Kahn, O. Molecular Magnetism. New York: VCH 1993.
19. [19]
  Chilton, N. F.; Anderson, R. P.; Turner, L. D.; Soncini, A.; Murray, K. S. PHI: a powerful new program for the analysis of anisotropic monomeric and exchange-coupled polynuclear d-and f-block complexes. J. Comput. Chem. 2013, 34, 1164–1175. doi: 10.1002/jcc.23234
20. [20]
  Li, Y. X.; Chen, Y. Z.; Liu, Y.; Jia, L. H.; Chen, Y. F. Three copper(Ⅱ) complexes constructed from 4-(2-pyridyl)-1H-1, 2, 3-triazole ligands: syntheses, structures, optical, and electrochemical properties. Transit. Met. Chem. 2018, 43, 731–737. doi: 10.1007/s11243-018-0261-1
21. [21]
  Zhang, Y.; Chen, Y. Z.; Zhou, S. L.; Meng, X. G.; Jia, L. H.; Chen, Y. F. Synthesis, structure and properties of a new NH-1, 2, 3-triazole based octanuclear copper(Ⅱ) complex. Inorg. Chem. Commun. 2017, 84, 159–163. doi: 10.1016/j.inoche.2017.08.008
22. [22]
  Lei, X.; Chen, Y. Z.; Li, Y. X.; Jia, L. H.; Chen, Y. F. Two mono-and binuclear Zn(Ⅱ) coordination complexes containing 4-pyridyl-NH-1, 2, 3-triazole ligand: syntheses, structures and photoluminescence properties. Chin. J. Inorg. Chem. 2018, 34, 545–550
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