Citation: Yu-Ting ZHAO, Lin SUN, Ying XU, Bing-Xin YANG, Qi LIU, Mei-Ling CHENG. Mn(Ⅱ)/Zn(Ⅱ) Complexes Based on 3, 4-Pyrazoledicarboxylic Acid: Syntheses, Structures, and Luminescent Properties[J]. Chinese Journal of Inorganic Chemistry, ;2022, 38(12): 2530-2538. doi: 10.11862/CJIC.2022.248 shu

Mn(Ⅱ)/Zn(Ⅱ) Complexes Based on 3, 4-Pyrazoledicarboxylic Acid: Syntheses, Structures, and Luminescent Properties

Yu-Ting ZHAO ¹ ,
Lin SUN ¹ ,
Ying XU ¹ ,
Bing-Xin YANG ¹ ,
Qi LIU ^{1, 2} ,
Mei-Ling CHENG ^1,,

1.
School of Petrochemical Engineering, and Advanced Catalysis and Green Manufacturing Collaborative Innovation Center, Changzhou University, Changzhou, Jiangsu 213164, China
2.
State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing 210093, China

Corresponding author: Mei-Ling CHENG, chengmeiling01@163.com
Received Date: 18 July 2022
Revised Date: 23 September 2022

Figures(6)

In the presence of N ancillary ligands, imidazole (ImH) and 5-(4-pyridyl)tetrazole (4-PT), treatment of 3, 4-pyrazoledicarboxylic acid (H₃pdc) with corresponding Mn(Ⅱ)/Zn(Ⅱ) metal salts afforded two complexes, [Mn(Hpdc) (ImH)(H₂O)]_n (1) and [Zn(Hpdc)(4-PT)(H₂O)₃]·2H₂O (2). In the 1D coordination polymer 1 and mononuclear complex 2, the Hpdc^2- ligand adopted μ₂-κ∶O, N; κ∶O', O″ coordination mode and O, N-chelating mode, respectively, while the ImH and 4-PT ligands in 1 and 2 both acted as a monodentate ligand. In 1, in the influence of intermolecular N—H⋯O and O—H⋯O hydrogen bonds, the 1D coordination chains are packed into a 3D supramolecular structure. In 2, in the function of intermolecular O—H⋯O and O—H⋯N hydrogen bonds, the adjacent mononuclear components [Zn(Hpdc)(4-PT)(H₂O)₃] are packed into 2D structures, then these 2D layers and the lattice water molecules are interlinked and generated a 3D supramolecular architecture. Moreover, the luminescent properties of complexes 1 and 2 as well as the electrochemical property of 1 were also investigated.
- 3, 4-pyrazoledicarboxylic acid,
- synthesis,
- crystal structure,
- fluorescence
1. [1]
  Tu B B, Pang Q Q, Xu H S, Li X M, Wang Y L, Ma Z, Weng L H, Li Q W. Reversible Redox Activity in Multicomponent Metal-Organic Frameworks Constructed from Trinuclear Copper Pyrazolate Building Blocks[J]. J. Am. Chem. Soc., 2017,139(23):7998-8007. doi: 10.1021/jacs.7b03578
2. [2]
  Tabacaru A, Xhaferaj N, Martins L M D R S, Alegria E C B A, Chay R S, Giacobbe C, Domasevitch K V, Pombeiro A J L, Galli S, Pettinari C. Metal Azolate/Carboxylate Frameworks as Catalysts in Oxidative and C—C Coupling Reactions[J]. Inorg. Chem., 2016,55(12):5804-5817. doi: 10.1021/acs.inorgchem.5b02997
3. [3]
  Cheng M L, Qin M N, Sun L, Liu L, Liu Q, Tang X Y. Highly Efficient Cu(Ⅱ)-Pyrazoledicarboxylate Heterogeneous Catalysts for a Base-Free Aerobic Oxidation of Benzylic Alcohol to Benzaldehyde with Hydrogen Peroxide as the Oxidant[J]. Dalton Trans., 2020,49(23):7758-7765. doi: 10.1039/C9DT04927D
4. [4]
  Shi F N, Silva A R, Yang T H, Rocha J. Mixed Cu(Ⅱ)-Bi(Ⅲ) Metal Organic Framework with a 2D Inorganic Subnetwork and Its Catalytic Activity[J]. CrystEngComm, 2013,15(19):3776-3779. doi: 10.1039/c3ce27056d
5. [5]
  Klongdee F, Boonmak J, Youngme S. Anion-Dependent Self-Assembly of Copper Coordination Polymers Based on Pyrazole-3, 5-dicarboxylate and 1, 2-Di(4-pyridyl)ethylene[J]. Dalton Trans., 2017,46(14):4806-4815. doi: 10.1039/C7DT00406K
6. [6]
  Wang J, Yao S, Li G, Huo Q S, Zhang L R, Liu Y L. A Novel Trinuclear Cd(Ⅱ) Cluster-Based Metal-Organic Framework: Synthesis, Structure and Luminescence Properties[J]. RSC Adv., 2015,5(124):102525-102529. doi: 10.1039/C5RA22184F
7. [7]
  Yang J H, Zheng S L, Yu X L, Chen X M. Syntheses, Structures, and Photoluminescent Properties of Three Silver(Ⅰ) Cluster-Based Coordination Polymers with Heteroaryldicarboxylate[J]. Cryst. Growth Des., 2004,4(4):831-836. doi: 10.1021/cg0342258
8. [8]
  Roy M, Adhikary A, Debnath T, Das A K, Mondal R. Designing Ferromagnetism in Cu(Ⅱ) Complexes Using an Elusive Near-Orthogonal Bridging Mode of the Pyrazole Ring[J]. Polyhedron, 2019,160:46-52. doi: 10.1016/j.poly.2018.12.032
9. [9]
  Cheng M L, Sun L, Han W, Wang S, Liu Q, Sun X Q, Xi H T. Effect of N Ancillary Ligands on the Structure, Nuclearity and Magnetic Behavior of Cu(Ⅱ)-Pyrazolecarboxylate Complexes[J]. New J. Chem., 2016,40(12):10504-10511. doi: 10.1039/C6NJ02338J
10. [10]
  Li J P, Li B J, Pan M T, Liu B, Cheng J J, Li R Y, Gao X L, Wang S M, Hou H W, Liu Z Y. Five Multidimensional Co(Ⅱ)-Complexes (Zero-Dimensional to Three-Dimensional) Derived from an Asymmetric 5-(Pyridin-3-yl)-1H-pyrazole-3-carboxylic Acid: Syntheses, Structures, and Magnetic Properties[J]. Cryst. Growth Des., 2017,17(6):2975-2986. doi: 10.1021/acs.cgd.6b01478
11. [11]
  Wang M, He L, Lin Q P. Dimension-Related Magnetism in Heterometallic Complexes Based on the Same[LnCu(dicarboxylpyrazole)₂] Building Moieties[J]. J. Solid State Chem., 2018,265:29-35. doi: 10.1016/j.jssc.2018.05.023
12. [12]
  Qi X L, Ye J W, Lin R B, Liao P Q, Liu S Y, He C T, Zhang J P, Chen X M. Syntheses, Structures and Gas Sorption Properties of Two Coordination Polymers with a Unique Type of Supramolecular Isomerism[J]. Inorg. Chem. Front., 2015,2(2):136-140. doi: 10.1039/C4QI00190G
13. [13]
  Fu H R, Zhang J. Structural Transformation and Hysteretic Sorption of Light Hydrocarbons in a Flexible Zn-Pyrazole-Adenine Frame-work[J]. Chem. Eur. J., 2015,21(15):5700-5703. doi: 10.1002/chem.201406323
14. [14]
  Wang J H, Luo D, Li M, Li D. Local Deprotonation Enables Cation Exchange, Porosity Modulation, and Tunable Adsorption Selectivity in a Metal-Organic Framework[J]. Cryst. Growth Des., 2017,17(6):3387-3394. doi: 10.1021/acs.cgd.7b00346
15. [15]
  Quartapelle P E, Fukushima T, Barea E, Navarro J A R, Horike S, Kitagawa S. A Soft Copper(Ⅱ) Porous Coordination Polymer with Unprecedented Aqua Bridge and Selective Adsorption Properties[J]. Chem.-Eur. J., 2012,18(41):13117-13125. doi: 10.1002/chem.201201820
16. [16]
  Padial N M, Procopio E Q, Montoro C, López E, Oltra J E, Colombo V, Maspero A, Masciocchi N, Galli S, Senkovska I, Kaskel S, Barea E, Navarro J A R. Highly Hydrophobic Isoreticular Porous Metal-Organic Frameworks for the Capture of Harmful Volatile Organic Compounds[J]. Angew. Chem. Int. Ed., 2013,52(32):8290-8294. doi: 10.1002/anie.201303484
17. [17]
  Tu B B, Pang Q Q, Ning E L, Yan W Q, Qi Y, Wu D F, Li Q W. Heterogeneity within a Mesoporous Metal-Organic Framework with Three Distinct Metal-Containing Building Units[J]. J. Am. Chem. Soc., 2015,137(42):13456-13459. doi: 10.1021/jacs.5b07687
18. [18]
  Kongpatpanich K, Horike S, Sugimoto M, Fukushima T, Umeyama D, Tsutsumi Y, Kitagawa S. Synthesis and Porous Properties of Chromium Azolate Porous Coordination Polymers[J]. Inorg. Chem., 2014,53(18):9870-9875. doi: 10.1021/ic501459m
19. [19]
  Qi X L, Zhang C, Wang B Y, Wei X, He C T, Liu S Y, Zhang W X, Chen X M. Two New Polar Coordination Polymers with Diamond Networks: Interpenetration and Thermal Phase Transition[J]. CrystEngComm, 2013,15(45):9530-9536. doi: 10.1039/c3ce41111g
20. [20]
  Yu L L, Wang X M, Cheng M L, Rong H G, Song Y D, Liu Q. A Three-Dimensional Copper Coordination Polymer Constructed by 3-Methyl-1H-pyrazole-4-carboxylic Acid with Higher Capacitance for Supercapacitors[J]. Cryst. Growth Des., 2018,18(1):280-285. doi: 10.1021/acs.cgd.7b01219
21. [21]
  Liu J, Cheng M L, Yu L L, Chen S C, Shao Y L, Liu Q, Zhai C W, Yin F X. Three Metal Complexes Derived from 3-Methyl-1H-pyrazole-4-carboxylic Acid: Synthesis, Crystal Structures, Luminescence and Electrocatalytic Properties[J]. RSC Adv., 2016,6(57):52040-52047. doi: 10.1039/C6RA10989F
22. [22]
  Hu F L, Yin X H, Mi Y, Zhang S S, Luo W Q, Zhuang Y. Synthesis, Structure, and Properties of Two Novel Copper(Ⅱ) Complexes, [Cu(phen)(L)₂]·6H₂O and [Cu(phen)₃]·(ClO₄)₂[J]. Inorg. Chem. Commun., 2009,12(12):1189-1192. doi: 10.1016/j.inoche.2009.09.015
23. [23]
  Cheng M L, Han W, Liu Q, Bao J T, Li Z F, Chen L T, Sun X Q, Xi H T. Synthesis, Crystal Structures, and Luminescent Properties of Pb(Ⅱ) and Sr(Ⅱ) Coordination Polymers Constructed by 5-Methyl-1H-pyrazole-3-carboxylic Acid[J]. J. Coord. Chem., 2014,67(2):215-226. doi: 10.1080/00958972.2013.879983
24. [24]
  TANG L Z P, YANG M W, CHENG M L, LIU Q. Syntheses, Crystal Structures and Luminescent Properties of Two Cadmium Supramolecular Complexes Based on Water-Carboxylate Chains[J]. Chinese J. Inorg. Chem., 2015,31(3):603-610.
25. [25]
  Jacobsen J, Reinsch H, Stock N. Systematic Investigations of the Transition between Framework Topologies in Ce/Zr-MOFs[J]. Inorg. Chem., 2018,57(20):12820-12826. doi: 10.1021/acs.inorgchem.8b02019
26. [26]
  Chen L T, Tao F, Wang L D, Hong J, Jia X Y, Bao J T, Ji Y Z, Cheng M L, Liu Q. Two Metal Complexes Based on the Ligand 3, 4-Pyrazoledicarboxylic Acid: Synthesis, Structures, and Luminescent Properties[J]. Z. Anorg. Allg. Chem., 2013,639(3/4):552-557.
27. [27]
  Cheng M L, Tao F, Chen L T, Wang L D, Liu Q. Lanthanide(Ⅲ)-Based Coordination Monomers and Polymers of 3, 4-Pyrazoledicarboxylate: Extended Synergy within the Ligand, Structures and Magnetic Properties[J]. Inorg. Chim. Acta, 2015,429:22-29. doi: 10.1016/j.ica.2015.01.035
28. [28]
  Cheng M L, Liu L, Sun L, Tao F, Qin M N, Liu Q, Tang X Y. Metal-to-Ligand Ratio Controlled Assembly of Two Ni(Ⅱ) Complexes: Structures, Luminescent and Electrochemical Properties[J]. J. Chem. Crystallogr., 2021,51(2):265-272. doi: 10.1007/s10870-020-00854-1
29. [29]
  Wang L D, Tao F, Cheng M L, Liu Q, Han W, Wu Y J, Yang D D, Wang L J. Syntheses, Crystal Structures, and Luminescence of Two Main-Group Metal Complexes Based on 3, 4-Pyrazoledicarboxylic Acid[J]. J. Coord. Chem., 2012,65(6):923-933. doi: 10.1080/00958972.2012.663494
30. [30]
  Riahi A, Shkoor M, Fatunsin O, Khera R A, Fischer C, Langer P. Regioselective Synthesis of 4-Acyl-1-hydroxy-2, 3-benzodioates by Chelation-Controlled [3+3] Annulation of 3-Acyl-4-ethoxy-2-oxo-3-enoates with 1, 3-Bis(trimethylsilyloxy)-1, 3-butadienes[J]. Org. Biomol. Chem., 2009,7(20):4248-4251. doi: 10.1039/b905556h
31. [31]
  Sheldrick G M. SHELXT-2013. University of Göttingen, Germany, 2013.
32. [32]
  ZHAI C W, CHENG M L, HAN W, LIU Q. Syntheses, Crystal Structures and Luminescent Properties of Manganese and Cadmium Complexes Based on 5-Methyl-1H-pyrazole-3-carboxylic Acid and Phenanthroline Ligands[J]. Chinese J. Inorg. Chem., 2015,31(7):1409-1416.
33. [33]
  Shi F N, Yang T H. Diverse Structures of Manganese(Ⅱ) Complexes Based on 3, 5-Pyrazoledicarboxylic Acid from Discrete Molecules to Polymers[J]. Inorg. Chim. Acta, 2014,412:79-87. doi: 10.1016/j.ica.2013.12.017
34. [34]
  Liu C B, Liu L, Wang S S, Li X Y, Che G B, Zhao H, Xu Z L. Hydrothermal Syntheses and Crystal Structures of Three Zn(Ⅱ) Coordination Compounds Constructed with 3, 5-Pyrazoledicarboxylic Acid[J]. J. Inorg. Organomet. Polym. Mater., 2012,22(6):1370-1376. doi: 10.1007/s10904-012-9741-5
35. [35]
  QIN M N, WANG L D, CHENG M L, LIU L, LIU Q, TANG X Y. Syntheses, Crystal Structures and Luminescent Properties of Zn(Ⅱ) Complexes Based on 3, 4-Pyrazoledicarboxylic Acid[J]. Chinese J. Inorg. Chem., 2020,36(3):529-535.
1. [1]
  Kaimin WANG , Xiong GU , Na DENG , Hongmei YU , Yanqin YE , Yulu MA . Synthesis, structure, fluorescence properties, and Hirshfeld surface analysis of three Zn(Ⅱ)/Cu(Ⅱ) complexes based on 5-(dimethylamino) isophthalic acid. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1397-1408. doi: 10.11862/CJIC.20240009
2. [2]
  Lu LIU , Huijie WANG , Haitong WANG , Ying LI . Crystal structure of a two-dimensional Cd(Ⅱ) complex and its fluorescence recognition of p-nitrophenol, tetracycline, 2, 6-dichloro-4-nitroaniline. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1180-1188. doi: 10.11862/CJIC.20230489
3. [3]
  Ruikui YAN , Xiaoli CHEN , Miao CAI , Jing REN , Huali CUI , Hua YANG , Jijiang WANG . Design, synthesis, and fluorescence sensing performance of highly sensitive and multi-response lanthanide metal-organic frameworks. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 834-848. doi: 10.11862/CJIC.20230301
4. [4]
  Chao LIU , Jiang WU , Zhaolei JIN . Synthesis, crystal structures, and antibacterial activities of two zinc(Ⅱ) complexes bearing 5-phenyl-1H-pyrazole group. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1986-1994. doi: 10.11862/CJIC.20240153
5. [5]
  Xiaoxia WANG , Ya'nan GUO , Feng SU , Chun HAN , Long SUN . Synthesis, structure, and electrocatalytic oxygen reduction reaction properties of metal antimony-based chalcogenide clusters. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1201-1208. doi: 10.11862/CJIC.20230478
6. [6]
  Shuwen SUN , Gaofeng WANG . Two cadmium coordination polymers constructed by varying Ⅴ-shaped co-ligands: Syntheses, structures, and fluorescence properties. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 613-620. doi: 10.11862/CJIC.20230368
7. [7]
  Meirong HAN , Xiaoyang WEI , Sisi FENG , Yuting BAI . A zinc-based metal-organic framework for fluorescence detection of trace Cu²⁺. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1603-1614. doi: 10.11862/CJIC.20240150
8. [8]
  Xiumei LI , Yanju HUANG , Bo LIU , Yaru PAN . Syntheses, crystal structures, and quantum chemistry calculation of two Ni(Ⅱ) coordination polymers. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 2031-2039. doi: 10.11862/CJIC.20240109
9. [9]
  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
10. [10]
  Huan ZHANG , Jijiang WANG , Guang FAN , Long TANG , Erlin YUE , Chao BAI , Xiao WANG , Yuqi ZHANG . A highly stable cadmium(Ⅱ) metal-organic framework for detecting tetracycline and p-nitrophenol. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 646-654. doi: 10.11862/CJIC.20230291
11. [11]
  Shuyan ZHAO . Field-induced Co^Ⅱ single-ion magnet with pentagonal bipyramidal configuration. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1583-1591. doi: 10.11862/CJIC.20240231
12. [12]
  Ya-Nan Yang , Zi-Sheng Li , Sourav Mondal , Lei Qiao , Cui-Cui Wang , Wen-Juan Tian , Zhong-Ming Sun , John E. McGrady . Metal-metal bonds in Zintl clusters: Synthesis, structure and bonding in [Fe₂Sn₄Bi₈]^3– and [Cr₂Sb₁₂]^3–. Chinese Chemical Letters, 2024, 35(8): 109048-. doi: 10.1016/j.cclet.2023.109048
13. [13]
  Kangmin Wang , Liqiu Wan , Jingyu Wang , Chunlin Zhou , Ke Yang , Liang Zhou , Bijin Li . Multifunctional 2-(2′-hydroxyphenyl)benzoxazoles: Ready synthesis, mechanochromism, fluorescence imaging, and OLEDs. Chinese Chemical Letters, 2024, 35(10): 109554-. doi: 10.1016/j.cclet.2024.109554
14. [14]
  Yu Pang , Min Wang , Ning-Hua Yang , Min Xue , Yong Yang . One-pot synthesis of a giant twisted double-layer chiral macrocycle via [4 + 8] imine condensation and its X-ray structure. Chinese Chemical Letters, 2024, 35(10): 109575-. doi: 10.1016/j.cclet.2024.109575
15. [15]
  Xiaowei TANG , Shiquan XIAO , Jingwen SUN , Yu ZHU , Xiaoting CHEN , Haiyan ZHANG . A zinc complex for the detection of anthrax biomarker. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1850-1860. doi: 10.11862/CJIC.20240173
16. [16]
  Zhengzheng LIU , Pengyun ZHANG , Chengri WANG , Shengli HUANG , Guoyu YANG . Synthesis, structure, and electrochemical properties of a sandwich-type {Co₆}-cluster-added germanotungstate. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1173-1179. doi: 10.11862/CJIC.20240039
17. [17]
  Chen Lian , Si-Han Zhao , Hai-Lou Li , Xinhua Cao . A giant Ce-containing poly(tungstobismuthate): Synthesis, structure and catalytic performance for the decontamination of a sulfur mustard simulant. Chinese Chemical Letters, 2024, 35(10): 109343-. doi: 10.1016/j.cclet.2023.109343
18. [18]
  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
19. [19]
  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
20. [20]
  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

Get Citation

PDF

XML

Metrics

PDF Downloads(4)
Abstract views(293)
HTML views(15)

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