Citation: Li-Jing MI, Qiao WANG, Cheng-Xia TAN, Jian-Quan WENG, Xing-Hai LIU. Synthesis, Crystal Structure and Fungicidal Activity of 2-Chloro-N-(o-tolylcarbamoyl)nicotinamide[J]. Chinese Journal of Structural Chemistry, ;2020, 39(3): 452-458. doi: 10.14102/j.cnki.0254-5861.2011-2459 shu

Synthesis, Crystal Structure and Fungicidal Activity of 2-Chloro-N-(o-tolylcarbamoyl)nicotinamide

a.
College of Life Science, Huzhou University, Huzhou, Zhejiang 313000, China
b.
College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014, China

Corresponding author: Xing-Hai LIU, xhliu@zjut.edu.cn
Received Date: 16 May 2019
Accepted Date: 25 July 2019

Fund Project: Natural Science Foundation of Zhejiang Province LY19C140002

Figures(3)

The title compound 2-chloro-N-(o-tolylcarbamoyl)nicotinamide (C₁₄H₁₂ClN₃O₂) was synthesized, and its structure was confirmed by ¹H NMR, H RMS and X-ray diffraction. It crystallizes in the monoclinic system, space group P2₁/n with a = 7.8356(7), b = 12.7949(8), c = 13.6326(10) Å, β = 91.929(7)°, V = 1365.97(18) Å³, Z = 4, the final R = 0.0416 and wR = 0.0971 for 2467 observed reflections with I > 2σ(I). The preliminary biological test shows that the title compound has certain fungicidal activities.
- synthesis,
- crystal structure,
- fungicidal activity
1. [1]
  Cheng, L.; Zhao, W.; Shen, Z. H.; Xu, T. M.; Wu, H. K.; Peng, W. L.; Liu, X. H. Synthesis, nematocidal activity and docking study of novel pyrazole-4-carboxamide derivatives against meloidogyne incognita. Lett. Drug Des. Discov. 2019, 16, 29–35.
2. [2]
  Liu, X. H.; Pan, L.; Ma, Y.; Weng, J. Q.; Tan, C. X.; Li, Y. H.; Shi, Y. X.; Li, B. J.; Li, Z. M.; Zhang, Y. G. Design, synthesis, biological activities, and 3D-QSAR of new N, N΄-diacylhydrazines containing 2-(2, 4-dichlorophenoxy)propane moiety. Chem. Biol. Drug Des. 2011, 78, 689−694. doi: 10.1111/j.1747-0285.2011.01205.x
3. [3]
  Yan, S. L.; Yang, M. Y.; Sun, Z. H.; Min, L. J.; Tan, C. X.; Weng, J. Q.; Wu, H. K.; Liu, X. H. Synthesis and antifungal activity of 1, 2, 3-thiadiazole derivatives containing 1, 3, 4-thiadiazole moiety. Lett. Drug Des. Discov. 2014, 11, 940−943. doi: 10.2174/1570180811666140423222141
4. [4]
  Cheng, L.; Zhang, R. R.; Wu, H. K.; Xu, T. M.; Liu, X. H. The synthesis of 6-(tertbutyl)-8-fluoro-2, 3-dimethylquinoline carbonate derivatives and their antifungal activity against pyricularia oryzae. Front. Chem. Sci. Eng. 2019, 13, 369–376. doi: 10.1007/s11705-018-1734-7
5. [5]
  Liu, X. H.; Tan, C. X.; Weng, J. Q. Phase transfer-catalyzed, one-pot synthesis of some novel N-pyrimidinyl-N΄-nicotinyl thiourea derivatives, Phosphorus Sulfur Silicon. Relat. Elem. 2011, 186, 552−557. doi: 10.1080/10426507.2010.508059
6. [6]
  Liu, X. H.; Zhao, W.; Shen, Z. H.; Xing, J. H.; Yuan, J.; Yang, G.; Xu, T. M.; Peng, W. L. Synthesis, nematocidal activity and docking study of novel chiral 1-(3-chloropyridin-2-yl)-3-(trifluoromethyl)-1H-pyrazole-4-carboxamide derivatives. Bioorg. Med. Chem. Lett. 2016, 26, 3626–3628. doi: 10.1016/j.bmcl.2016.06.004
7. [7]
  Zhao, W.; Shen, Z. H.; Xu, T. M.; Peng, W. L.; Liu, X. H. Synthesis, nematocidal activity and docking study of novel chiral 1-(3-chloropyridin-2-yl)-3-(difluoromethyl)-1H-pyrazole-4-carboxamide derivatives. J. Heterocycl. Chem. 2017, 54, 1751–1756. doi: 10.1002/jhet.2753
8. [8]
  Zhao, W.; Shen, Z. H.; Xing, J. H.; Yang, G.; Xu, T. M.; Peng, W. L.; Liu, X. H. Synthesis and nematocidal activity of novel 1-(3-chloropyridin-2-yl)-3-(trifluoromethyl)-1H-pyrazole-4-carboxamide derivatives. Chem. Pap. 2017, 71, 921–928. doi: 10.1007/s11696-016-0012-8
9. [9]
  Liu, X. H.; Sun, Z. H.; Yang, M. Y.; Tan, C. X.; Weng, J. Q.; Zhang, Y. G.; Ma, Y. Microwave assistant one pot synthesis, crystal structure, antifungal activities and 3D-QSAR of novel 1, 2, 4-triazolo[4, 3-a]pyridines. Chem. Biol. Drug Des. 2014, 84, 342–347. doi: 10.1111/cbdd.12323
10. [10]
  Sun, G. X.; Yang, M. Y.; Shi, Y. X.; Sun, Z. H.; Liu, X. H.; Wu, H. K.; Li, B. J.; Zhang, Y. G. Microwave assistant synthesis, antifungal activity and DFT theoretical study of some novel 1, 2, 4-triazole derivatives containing pyridine moiety. Int. J. Mol. Sci. 2014, 15, 8075–8090. doi: 10.3390/ijms15058075
11. [11]
  Zhang, L. J.; Yang, M. Y.; Sun, Z. H.; Tan, C. X.; Weng, J. Q.; Wu, H. K.; Liu, X. H. Synthesis and antifungal activity of 1, 3, 4-thiadiazole derivatives containing pyridine group. Lett. Drug Des. Discov. 2014, 11, 1107–1111. doi: 10.2174/1570180811666140610212731
12. [12]
  Sun, G. X.; Shi, Y. X.; Sun, Z. H.; Yang, M. Y.; Wu, H. K.; Weng, J. Q.; Tan, C. X.; Liu, X. H.; Li, B. J.; Zhang, Y. G. Synthesis and bioactivities of novel 1, 3, 4-oxadiazole derivatives containing pyridine moiety. Lett. Drug Des. Discov. 2014, 11, 1119–1123. doi: 10.2174/1570180811666140522002929
13. [13]
  Yang, M. Y.; Zhao, W.; Liu, X. H.; Tan, C. X.; Weng, J. Q. Synthesis, crystal structure and antifungal activity of 4-(5-((2, 4-dichlorobenzyl)thio)-4-phenyl-4H-1, 2, 4-triazol-3-yl)pyridine. Chin. J. Struct. Chem. 2015, 34, 203–207.
14. [14]
  Zhai, Z. W.; Shi, Y. X.; Yang, M. Y.; Zhao, W.; Sun, Z. H.; Weng, J. Q.; Tan, C. X.; Liu, X. H.; Li, B. J.; Zhang, Y. G. Microwave assisted synthesis and antifungal activity of some novel thioethers containing 1, 2, 4-triazolo[4, 3-a]pyridine moiety. Lett. Drug Des. Discov. 2016, 13, 521–525. doi: 10.2174/157018081306160618181757
15. [15]
  Wang, Q.; Zhai, Z. W.; Sun, Z. H.; Liu, X. H.; Tan, C. X.; Weng, J. Q. Synthesis, crystal structure and antifungal activity of 8-chloro-3-((4-chlorobenzyl)thio)[1, 2, 4]triazolo [4, 3-a]pyridine. Chin. J. Struct. Chem. 2016, 35, 651–655.
16. [16]
  Yang, M. Y.; Zhai, Z. W.; Sun, Z. H.; Yu, S. J.; Liu, X. H.; Weng, J. Q.; Tan, C. X.; Zhao, W. G. A facile one-pot synthesis of novel 1, 2, 4-triazolo[4, 3-a]pyridine derivatives containing the trifluoromethyl moiety using microwave irradiation. J. Chem. Res. 2015, 9, 521–523.
17. [17]
  Dharman, P.; Babu, V.; Basha, K. A. A facile synthesis of novel 5-substituted pyridine 2 carboxamide derivatives and their biological evaluation and 3D QSAR studies. J. Chin. Chem. Soc. 2019, 66, 415–426. doi: 10.1002/jccs.201800035
18. [18]
  Liu, X. H.; Zhai, Z. W.; Xu, X. Y.; Yang, M. Y.; Sun, Z. H.; Weng, J. Q.; Tan, C. X.; Chen, J. Facile and efficient synthesis and herbicidal activity determination of novel 1, 2, 4-triazolo[4, 3-a]pyridin-3(2H)-one derivatives via microwave irradiation. Bioorg. Med. Chem. Lett. 2015, 25, 5524–5528. doi: 10.1016/j.bmcl.2015.10.064
19. [19]
  Shen, Z. H.; Shi, Y. X.; Yang, M. Y.; Sun, Z. H.; Weng, J. Q.; Tan, C. X.; Liu, X. H.; Li, B. J.; Zhao, W. G. Synthesis, crystal structure, DFT studies and biological activity of a novel schiff base containing triazolo [4, 3-a]pyridine moiety. Chin. J. Struct. Chem. 2016, 35, 457–464.
20. [20]
  Radwan, A. S.; Khalid, M. A. A. Synthesis, docking, and anticancer activity of new thiazole clubbed thiophene, pyridine, or chromene scaffolds. J. Heterocycl. Chem. 2019, 56, 1063–1074. doi: 10.1002/jhet.3493
21. [21]
  Huang, B. S.; Li, X.; Zhan, P.; De Clercq, E.; Daelemans, D.; Pannecouque, C.; Liu, X. Y. Design, synthesis, and biological evaluation of novel 2-(pyridin-3-yloxy)acetamide derivatives as potential anti-HIV-1 agents. Chem. Biol. Drug Des. 2016, 87, 283–289. doi: 10.1111/cbdd.12657
22. [22]
  Ali, M. A.; Osman, H.; Kumar, R. S.; Almansour, A. I.; Arumugam, N.; Masand, V. H.; Panneerselvam, T. Synthesis and evaluation of compounds containing 4-arylpiperazinyl moieties linked to a 2-(pyridin-3-yl)-1H-benzimidazole as p38 MAP kinase inhibitors. Lett. Drug Des. Discov. 2016, 13, 691–696. doi: 10.2174/1570180812666151022221401
23. [23]
  Liu, X. H.; Wang, Q.; Sun, Z. H.; Wedge, D. E.; Becnel, J. J.; Estep, A. S.; Tan, C. X.; Weng, J. Q. Synthesis and insecticidal activity of novel pyrimidine derivatives containing urea pharmacophore against Aedes aegypti. Pest Manag. Sci. 2017, 73, 953–959. doi: 10.1002/ps.4370
24. [24]
  Gouhar, R. S.; Haneen, D. S. A.; El-Hallouty, S. M. Synthesis and anticancer evaluation of some novel quinazolin-4(3H)-one derivatives. J. Heterocycl. Chem. 2019, 56, 1651–1660. doi: 10.1002/jhet.3559
25. [25]
  Jin, T.; Zhai, Z. W.; Han, L.; Weng, J. Q.; Tan, C. X.; Liu, X. H. Synthesis, crystal structure, docking and antifungal activity of a new pyrazole acylurea compound. Chin. J. Struct. Chem. 2018, 37, 1259–1264.
26. [26]
  Zhai, Z. W.; Yang, M. Y.; Sun, Z. H.; Liu, X. H.; Weng, J. Q.; Tan, C. X. Facile and efficient synthesis of novel 1, 2, 3-thiadiazole derivatives using microwave irradiation. J. Chem. Res. 2015, 9, 340–342.
27. [27]
  Wang, H.; Zhai, Z. W.; Shi, Y. X.; Tan, C. X.; Weng, J. Q.; Han, L.; Li, B. J.; Liu, X. H. Novel trifluoromethylpyrazole acyl thiourea derivatives: synthesis, antifungal activity and docking study. Lett. Drug Des. Discov. 2019, 16, 785–791. doi: 10.2174/1570180815666180704103047
28. [28]
  Sun, N. B.; Shen, Z. H.; Zhai, Z. W.; Han, L.; Weng, J. Q.; Tan, C. X.; Liu, X. H. Design, synthesis, fungicidal activity and docking study of acyl thiourea derivatives containing pyrazole moiety. Chin. J. Org. Chem. 2017, 37, 2705–2710.
29. [29]
  Liu, X. H.; Wang, Q.; Sun, Z. H.; Wedge, D. E.; Becnel, J. J.; Estep, A. S.; Tan, C. X.; Weng, J. Q. Synthesis and insecticidal activity of novel pyrimidine derivatives containing urea pharmacophore against Aedes aegypti. Pest Manag. Sci. 2017, 73, 953–959. doi: 10.1002/ps.4370
30. [30]
  Somakala, K.; Amir, M. Synthesis, characterization and pharmacological evaluation of pyrazolyl urea derivatives as potential anti-inflammatory agents. Acta Pharm. Sin. B 2017, 7, 230–240. doi: 10.1016/j.apsb.2016.08.006
31. [31]
  Sudhamani, H.; Basha, S. K. T.; Adam, S.; Madhusudhana, S.; Rani, A. U.; Raju, C. N. Synthesis and evaluation of urea and thiourea derivatives of lopinavir intermediate as potent antimicrobial, antioxidant agents and molecular docking studies against Staphopain. Res. Chem. Intermed. 2017, 43, 103–120. doi: 10.1007/s11164-016-2609-5
32. [32]
  Liu, X. H.; Weng, J. Q.; Wang, B. L.; Li, Y. H.; Tan, C. X.; Li, Z. M. Microwave-assisted synthesis of novel fluorinated 1, 2, 4-triazole derivatives, and study of their biological activity. Res. Chem. Intermed. 2014, 40, 2605–2612. doi: 10.1007/s11164-013-1113-4
33. [33]
  Liu, X. H.; Pan, L.; Weng, J. Q.; Tan, C. X.; Li, Y. H.; Wang, B. L.; Li, Z. M. Synthesis, structure, and biological activity of novel (oxdi/tri)azoles derivatives containing 1, 2, 3-thiadiazole or methyl moiety. Mol. Divers. 2012, 16, 251–260. doi: 10.1007/s11030-011-9352-z
34. [34]
  Tan, C. X.; Shi, Y. X.; Weng, J. Q.; Liu, X. H.; Li, B. J.; Zhao, W. G. Synthesis and antifungal activity of 1, 2, 4-triazole derivatives containing cyclopropane moiety. Lett. Drug Des. Discov. 2012, 9, 431–435. doi: 10.2174/157018012799859954
35. [35]
  Sun, G. X.; Yang, M. Y.; Shi, Y. X.; Sun, Z. H.; Liu, X. H.; Wu, H. K.; Li, B. J.; Zhang, Y. G. Microwave assistant synthesis, antifungal activity and DFT theoretical study of some novel 1, 2, 4-triazole derivatives containing pyridine moiety. Int. J. Mol. Sci. 2014, 15, 8075–8090. doi: 10.3390/ijms15058075
36. [36]
  Sun, N. B.; Fu, J. Q.; Weng, J. Q.; Jin, J. Z.; Tan, C. X.; Liu, X. H. Microwave assisted synthesis, antifungal activity and DFT theoretical study of some novel 1, 2, 4-triazole derivatives containing the 1, 2, 3-thiadiazole moiety. Molecules 2013, 18, 12725–12739. doi: 10.3390/molecules181012725
37. [37]
  Liu, X. H.; Fang, Y. M.; Xie, F.; Zhang, R. R.; Shen, Z. H.; Tan, C. X.; Weng, J. Q.; Xu, T. M.; Huang, H. Y. Synthesis and in vivo fungicidal activity of some new quinoline derivatives against rice blast. Pest Manag. Sci. 2017, 73, 1900–1907. doi: 10.1002/ps.4556
38. [38]
  Fang, Y. M.; Zhang, R. R.; Shen, Z. H.; Tan, C. X.; Weng, J. Q.; Xu, T. M.; Liu, X. H.; Huang, H. Y.; Wu, H. K. Synthesis and antifungal activity of some 6-tert-butyl-8-chloro-2, 3-dimethylquinolin-4-ol derivatives against pyricularia oryae. Lett. Drug Des. Discov. 2018, 15, 1314–1318. doi: 10.2174/1570180815666180313121735
39. [39]
  Fang, Y. M.; Zhang, R. R.; Shen, Z. H.; Wu, H. K.; Tan, C. X.; Weng, J. Q.; Xu, T. M.; Liu, X. H. Synthesis, antifungal activity, and SAR study of some new 6-perfluoropropanyl quinoline derivatives. J. Heterocycl. Chem. 2018, 55, 240–245. doi: 10.1002/jhet.3031
40. [40]
  Fu, Q.; Cai, P. P.; Cheng, L.; Zhong, L. K.; Tan, C. X.; Shen, Z. H.; Han, L.; Liu, X. H. Synthesis and herbicidal activity of novel pyrazole aromatic ketone analogs as HPPD inhibitor. Pest Manag. Sci. 2019, doi: 10.1002/ps.5591. doi: 10.1002/ps.5591
41. [41]
  Cheng, L.; Cai, P. P.; Zhang, R. R.; Han, L.; Tan, C. X.; Weng, J. Q.; Xu, T. M.; Liu, X. H. Synthesis and biological activity of some new 6-perfluoropropanyl quinoline derivatives. J. Heterocycl. Chem. 2018, 55, 2585–2589. doi: 10.1002/jhet.3316
42. [42]
  Cheng, L.; Shen, Z. H.; Xu, T. M.; Tan, C. X.; Weng, J. Q.; Han, L.; Peng, W. L.; Liu. X. H. Synthesis and nematocidal activity of N-substituted 3-methyl-1H-pyrazole-4-carboxamide derivatives against meloidogyne incognita. J. Heterocycl. Chem. 2018, 55, 946–950. doi: 10.1002/jhet.3123
43. [43]
  Zhao, W.; Xing, J. H.; Xu, T. M.; Peng, W. L.; Liu, X. H. Synthesis and in vivo nematocidal evaluation of novel 3-(trifluoromethyl)-1H-pyrazole-4-carboxamide derivatives. Front. Chem. Sci. Eng. 2017, 11, 363–368. doi: 10.1007/s11705-016-1595-x
44. [44]
  Wang, Q.; Shen, Z. H.; Sun, Z. H.; Weng, J. Q.; Tan, C. X.; Liu, X. H.; Zhang, Y. G. Synthesis of two 1, 3, 4-thiadiazole compounds: crystal structure, theoretical and antifungal activity study. J. Chem. Soc. Pak. 2017, 39, 524–531.
45. [45]
  Zhao, W.; Shen, Z. H.; Xing, J. H.; Xu, T. M.; Peng, W. L.; Liu, X. H. Synthesis, characterization, nematocidal activity and docking study of novel pyrazole-4-carboxamide derivatives. Chin. J. Struct. Chem. 2017, 36, 423–428.
46. [46]
  Liu, X. H.; Zhao, W.; Shen, Z. H.; Xing, J. H.; Xu, T. M.; Peng, W. L. Synthesis, nematocidal activity and SAR study of novel difluoromethylpyrazole carboxamide derivatives containing flexible alkyl chain moieties. Eur. J. Med. Chem. 2017, 125, 881–889. doi: 10.1016/j.ejmech.2016.10.017
47. [47]
  Zhao, W.; Shen, Z. H.; Xing, J. H.; Xu, T. M.; Peng, W. L.; Liu, X. H. Synthesis and nematocidal activity of novel pyrazole carboxamide derivatives against meloidogyne incognita. Lett. Drug Des. Discov. 2017, 14, 323–329. doi: 10.2174/1570180813666160930164327
48. [48]
  Zhai, Z. W.; Wang, Q.; Shen, Z. H.; Tan, C. X.; Weng, J. Q.; Liu, X. H. Synthesis and biological activity of 1, 2, 4-triazole thioether derivatives containing pyrazole moiety. Chin. J. Org. Chem. 2017, 37, 232–236. doi: 10.6023/cjoc201607031
49. [49]
  Min, L. J.; Zhai, Z. W.; Shi, Y. X.; Han, L.; Tan, C. X.; Weng, J. Q.; Li, B. J.; Zhang, Y. G.; Liu, X. H. Synthesis and biological activity of acyl thiourea containing difluoromethyl pyrazole motif. Phosphorus Sulfur Silicon Relat. Elem. 2019, doi: 10.1080/10426507.2019.1633530. doi: 10.1080/10426507.2019.1633530
50. [50]
  Liu, X. H.; Qiao, L.; Zhai, Z. W.; Cai, P. P.; Cantrell, C. L.; ^; Tan, C. X.; Weng, J. Q.; Han, L.; Wu, H. K. Novel 4-pyrazole carboxamide derivatives containing flexible chain motif: design, synthesis and antifungal activity. Pest Manag. Sci. 2019, doi: 10.1002/ps.5463. doi: 10.1002/ps.5463
51. [51]
  Sun, N. B.; Shen, Z. H.; Zhai, Z. W.; Wu, H. K.; Weng, J. Q.; Tan, C. X.; Liu, X. H. Design, synthesis, fungicidal activity and docking study of acyl urea derivatives containing pyrazole moiety. Chin. J. Org. Chem. 2017, 37, 2044–2049. doi: 10.6023/cjoc201702003
52. [52]
  Sun, N. B.; Zhai, Z. W.; Shen, Z. H.; Weng, J. Q.; Tan, C. X.; Liu, X. H.; Han, L. Synthesis, crystal structure and antifungal activity of N-((2, 6-difluorophenyl)carbamoyl)1, 3-dimethyl-1H-pyrazole-4-carboxamide. Chin. J. Struct. Chem. 2017, 36, 1667–1672.
53. [53]
  Sheldrick, G. M. SHELXS97 and SHELXL97. University of Göttingen, Germany 1997.
54. [54]
  Liu, X. H.; Xu, X. Y.; Tan, C. X.; Weng, J. Q.; Xin, J. H.; Chen, J. Synthesis, crystal structure, herbicidal activities and 3D-QSAR study of some novel 1, 2, 4-triazolo[4, 3-a]pyridine derivatives. Pest Manag. Sci. 2015, 71, 292–301. doi: 10.1002/ps.3804
55. [55]
  Wang, H.; Zhai, Z. W.; Shi, Y. X.; Tan, C. X.; Weng, J. Q.; Han, L.; Li, B. J.; Liu, X. H. Novel trifluoromethylpyrazole acyl urea derivatives: synthesis, crystal structure, fungicidal activity and docking study. J. Mol. Struct. 2018, 1171, 631–638. doi: 10.1016/j.molstruc.2018.06.050
56. [56]
  Liu, X. H.; Weng, J. Q.; Tan, C. X. Synthesis, crystal structure, and fungicidal activity of 5-(4-cyclopropyl-5-((3-fluorobenzyl)thio)-4H-1, 2, 4-triazol-3-yl)-4-methyl-1, 2, 3-thiadiazole. J. Chem. 2013, 2013, 306361.
1. [1]
  Yao HUANG , Yingshu WU , Zhichun BAO , Yue HUANG , Shangfeng TANG , Ruixue LIU , Yancheng LIU , Hong LIANG . Copper complexes of anthrahydrazone bearing pyridyl side chain: Synthesis, crystal structure, anticancer activity, and DNA binding. Chinese Journal of Inorganic Chemistry, 2025, 41(1): 213-224. doi: 10.11862/CJIC.20240359
2. [2]
  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
3. [3]
  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
4. [4]
  Xiaoling WANG , Hongwu ZHANG , Daofu LIU . Synthesis, structure, and magnetic property of a cobalt(Ⅱ) complex based on pyridyl-substituted imino nitroxide radical. Chinese Journal of Inorganic Chemistry, 2025, 41(2): 407-412. doi: 10.11862/CJIC.20240214
5. [5]
  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
6. [6]
  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
7. [7]
  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
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]
  Yan XU , Suzhi LI , Yan LI , Lushun FENG , Wentao SUN , Xinxing LI . Structure variation of cadmium naphthalene-diphosphonates with the changing rigidity of N-donor auxiliary ligands. Chinese Journal of Inorganic Chemistry, 2025, 41(2): 395-406. doi: 10.11862/CJIC.20240226
10. [10]
  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
11. [11]
  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
12. [12]
  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
13. [13]
  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
14. [14]
  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
15. [15]
  Xiaofen GUAN , Yating LIU , Jia LI , Yiwen HU , Haiyuan DING , Yuanjing SHI , Zhiqiang WANG , Wenmin WANG . Synthesis, crystal structure, and DNA-binding of binuclear lanthanide complexes based on a multidentate Schiff base ligand. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2486-2496. doi: 10.11862/CJIC.20240122
16. [16]
  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
17. [17]
  Teng-Yu Huang , Junliang Sun , De-Xian Wang , Qi-Qiang Wang . Recent progress in chiral zeolites: Structure, synthesis, characterization and applications. Chinese Chemical Letters, 2024, 35(12): 109758-. doi: 10.1016/j.cclet.2024.109758
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(1)
Abstract views(313)
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