Two New Copper Complexes by H4AQTC (Anthraquinone-1, 4, 5, 8-tetracarboxylic Acid): Syntheses, Structures and Properties
- Corresponding author: Wei-Hong YAN, yyu_yu@163.com
Citation:
Wei-Hong YAN, Xian-Cai ZENG. Two New Copper Complexes by H4AQTC (Anthraquinone-1, 4, 5, 8-tetracarboxylic Acid): Syntheses, Structures and Properties[J]. Chinese Journal of Structural Chemistry,
;2021, 40(3): 349-356.
doi:
10.14102/j.cnki.0254–5861.2011–2923
Manriquez, J. M.; Yee, G. T.; McLean, R. S.; Epstein, A. J.; Miller, J. S. A room temperature molecular/organic based magnet. Science 1991, 252, 1415–1417.
doi: 10.1126/science.252.5011.1415
Huang, Y. Q.; Yuan, D. Q.; Pan, L.; Jiang, F. L.; Wu, M. Y.; Zhang, X. D.; Wei, W.; Gao, Q.; Lee, J. Y.; Li, J.; Hong, M. C. A 3D porous cobalt-organic framework exhibiting spin-canted antiferromagnetism and field-induced spin-flop transition. Inorg. Chem. 2007, 46, 9609−9615.
doi: 10.1021/ic700559z
Kurmoo, M. Magnetic metal-organic frameworks. Chem. Soc. Rev. 2009, 38, 1353–1379.
doi: 10.1039/b804757j
Allendorf, M. D.; Bauer, C. A.; Bhakta, R. K.; Houk, R. J. T. Luminescent metal-organic frameworks. Chem. Soc. Rev. 2009, 38, 1330–1352.
doi: 10.1039/b802352m
Liu, Y.; Xuan, W.; Cui, Y. Engineering homochiral metal-organic frameworks for heterogeneous asymmetric catalysis and enantioselective separation. Adv. Mater. 2010, 22, 4112–4135.
doi: 10.1002/adma.201000197
Demessence, A.; Long, J. R. Selective gas adsorption in the flexible metal-organic frameworks Cu(BDTri)L (L = DMF, DEF). Chem. Eur. J. 2010, 16, 5902–5908.
doi: 10.1002/chem.201000053
Herm, Z. R.; Swisher, J. A.; Smit, B.; Krishna, R.; Long, J. R. Metal-organic frameworks as adsorbents for hydrogen purification and precombustion carbon dioxide capture. J. Am. Chem. Soc. 2011, 133, 5664–5667.
doi: 10.1021/ja111411q
Ding, Q. Q.; Xu, X. W.; Yue, Y. Y.; Mei, C. T.; Huang, C. B.; Jiang, S. H.; Wu, Q. L.; Han, J. Q. Nanocellulose-mediated electroconductive self-healing hydrogels with high strength, plasticity, viscoelasticity, stretchability, and biocompatibility toward multifunctional applications. ACS Appl. Mater. Interfaces 2018, 10, 27987–28002.
doi: 10.1021/acsami.8b09656
Yang, H. Q.; Liu, S. W.; Cao, L. H.; Jiang, S. H.; Hou, H. Q. Superlithiation of non-conductive polyimide toward high-performance lithium-ion batteries. J. Mater. Chem. A 2018, 6, 21216–21224.
doi: 10.1039/C8TA05109G
Jiang, S. H.; Han, D. H.; Huang, C. B.; Duan, G. G.; Hou, H. Q. Temperature-induced molecular orientation and mechanical properties of single electrospun polyimide nanofiber. Mater. Lett. 2018, 216, 81–83.
doi: 10.1016/j.matlet.2017.12.146
Lv, D.; Wang, R. X.; Tang, G. H.; Mou, Z. P.; Lei, J. D.; Han, J. Q.; De Smedt, S.; Xiong, R. H.; Huang, C. B. Ecofriendly electrospun membranes loaded with visible-light-responding nanoparticles for multifunctional usages: highly efficient air filtration, dye scavenging, and bactericidal activity. ACS Appl. Mater. Interfaces 2019, 11, 12880–12889.
doi: 10.1021/acsami.9b01508
Huang, B.; Wang, X. Y.; Fang H.; Jiang, S. H.; Hou, H. Q. Mechanically strong sulfonated polybenzimidazole PEMs with enhanced proton conductivity. Mater. Lett. 2019, 234, 354–356.
doi: 10.1016/j.matlet.2018.09.131
Zang, S. Q.; Fan, Y. J.; Li, J. B.; Hou, H. W.; Mak, T. C. W. Halogen bonding in the assembly of coordination polymers based on 5-iodo-isophthalic acid. Cryst. Growth Des. 2011, 11, 3395–3405.
doi: 10.1021/cg200022j
Wei, Y. L.; Li, X. Y.; Kang, T. T.; Wang, S. N.; Zang, S. Q. A series of Ag(I)-Cd(II) hetero- and Ag(I) homo-nuclear coordination polymers based on 5-iodo-isophthalic acid and N-donor ancillary ligands. CrystEngComm. 2014, 16, 223–230.
doi: 10.1039/C3CE41714J
Li, B.; Fan, H. T. Syntheses, structure and thermal analysis of a cobalt coordinationpolymer with multiform helical features based on flexible iododicarboxylate ligand and n-donor ancillary ligand. Chin. J. Struct. Chem. 2015, 34, 735–740.
Yan, W. H.; Bao, S. S.; Ding, L. L.; Lu, C. S.; Meng, Q. J.; Zheng, L. M. Syntheses and characterizations of two-dimensional lanthanide coordination polymers based on anthraquinone-1, 4, 5, 8-tetracarboxylic acid. Inorg. Chem. Commun. 2013, 28, 20–24.
doi: 10.1016/j.inoche.2012.11.012
Yan, W. H.; Bao, S. S.; Huang, J.; Ren, M.; Sheng, X. L.; Cai, Z. S.; Lu, C. S.; Meng, Q. J.; Zheng, L. M. Co(II) and Ni(II) complexes based on anthraquinone-1, 4, 5, 8-tetracarboxylic acid (H4AQTC): canted antiferromagnetism and slow magnetization relaxation in {[Co2(AQTC)(H2O)6]·6H2O}. Dalton Trans. 2013, 42, 8241–8248.
doi: 10.1039/c3dt50381j
Yan, W. H.; Yang, L. B.; Shen, M. L.; Ji, E. Y. A Three-dimensional Ba(II) coordination polymer based on H4AQTC (anthraquinone-1, 4, 5, 8-tetracarboxylic acid): quinone oxygen atoms participate in coordination. Chin. J. Struct. Chem. 2015, 34, 133–139.
Llano-Tomé, F.; Bazán, B.; Urtiaga, M. K.; Barandika, G.; Fidalgo-Marijuan, A.; Fernández de Luisab, R.; Arriortua, M. I. Water-induced phase transformation of a CuII coordination framework with pyridine-2, 5-dicarboxylate and di-2-pyridyl ketone: synchrotron radiation analysis. CrystEngComm. 2015, 17, 6346–6354.
doi: 10.1039/C5CE01033K
Deveson, A. C.; Heath, S. L.; Harding, C. J.; Powell, A. K. Synthesis and structures of copper(II) anion-bridged aggregates and chains: control over molecular shape. J. Chem. Soc., Dalton Trans. 1996, 15, 3173–3178.
Hemmert, C.; Renz, M.; Gornitzka, H.; Soulet, S.; Meunier, B. Preparation and crystal structures of manganese, iron, and cobalt complexes of the bis[di(2-pyridyl)methyl]amine (bdpma) ligand and its oxidative degradation product 1, 3, 3-tris(2-pyridyl)-3H-imidazo[1, 5-a]-pyridin-4-ium(tpip).; origin of the bdpma fragility. Chem. Eur. J. 1999, 5, 1766–1774.
doi: 10.1002/(SICI)1521-3765(19990604)5:6<1766::AID-CHEM1766>3.0.CO;2-Z
Song, F. Y.; More, R.; Schilling, M.; Smolentsev, G.; Azzaroli, N.; Fox, T.; Luber, S.; Patzke, G. R. {Co4O4} and {CoxNi4-xO4} cubane water oxidation catalysts assurface cut-outs of cobalt oxides. J. Am. Chem. Soc. 2017, 139, 14198−14208.
doi: 10.1021/jacs.7b07361
Fidelli, A. M.; Armakola, E.; Demadis, K. D.; Kessler, V. G.; Escuer, A.; Papaefstathiou, G. S. CuII frameworks from di-2-pyridyl ketone and benzene-1, 3, 5-triphosphonic acid. Eur. J. Inorg. Chem. 2018, 91–98.
Song, F. Y.; Al-Ameed, K.; Schilling, M.; Fox, T.; Lube, S.; Patzke, G. R. Mechanistically driven control over cubane oxo cluster catalysts. J. Am. Chem. Soc. 2019, 141, 8846−8857.
doi: 10.1021/jacs.9b01356
Huang, N. Z.; Jia, J. H.; Wang, L. L.; Chan, T. L.; Mak, T. C. W. 1, 4, 7, 10-Tetramethyl-5, 6-didehydrodibenzo[a, e]cyclooctene. A presumably planar fully conjugated eight-membered ring compound. Tetrahedron Lett. 1982, 23, 4797–4800.
doi: 10.1016/S0040-4039(00)85716-0
Chan, T. L.; Mak, T. C. W.; Poon, C. D.; Wong, H. N. C.; Jia, J. H.; Wang, L. L. A stable derivative of cyclooctatrienyne: synthesis and crystal structures of 1, 4, 7, 10-tetramethyl-5, 6-didehydrodibenzo[a, e]cyclooctene and 1, 4, 7, 10-tetramethyldibenzo[a, e]cyclooctene. Tetrahedron 1986, 42, 655–661.
doi: 10.1016/S0040-4020(01)87466-4
SAINT-Plus, version 6.02.; Bruker analytical X-ray system: Madison, WI 1999.
Sheldrick, G. M. SHELXS-97, Program for the Solution of Crystal Structures. University of Göttingen, Germany 1997.
Sheldrick, G. M. SHELXL-97, Program for the Refinement of Crystal Structures. University of Göttingen, Germany 1997.
Zhao, M. G.; Liu, C. Q. Synthesis, crystal structure and magnetic behavior of a two-dimensional copper(II) complex with mellitic anion as bridging ligand. Transition Met. Chem. 2003, 28, 525–528.
doi: 10.1023/A:1025020704082
Kavounis, C. A.; Tsiamis, C.; Cardin, C. J.; Zubavichus, Y. Structure and spectra of dichloro(hydroxy-methoxy-di(2-pyridyl)methane) copper(II). Polyhedron 1996, 385–390.
Jeffrey, G. A. Hydrogen-bonding: an update. Crystallography Reviews 2003, 9, 135–176.
doi: 10.1080/08893110310001621754
Malone, J. F.; Murray, C. M.; Charlton, M. H.; Docherty, R.; Lavery, A. J. X–H ···π(phenyl) interactions theoretical and crystallographic observations. J. Chem. Soc., Faraday Trans. 1997, 93, 3429–3436.
doi: 10.1039/a700669a
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
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
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
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
Xiumei LI , Linlin LI , Bo LIU , Yaru PAN . Syntheses, crystal structures, and characterizations of two cadmium(Ⅱ) coordination polymers. Chinese Journal of Inorganic Chemistry, 2025, 41(3): 613-623. doi: 10.11862/CJIC.20240273
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
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
Jia JI , Zhaoyang GUO , Wenni LEI , Jiawei ZHENG , Haorong QIN , Jiahong YAN , Yinling HOU , Xiaoyan XIN , Wenmin WANG . Two dinuclear Gd(Ⅲ)-based complexes constructed by a multidentate diacylhydrazone ligand: Crystal structure, magnetocaloric effect, and biological activity. Chinese Journal of Inorganic Chemistry, 2025, 41(4): 761-772. doi: 10.11862/CJIC.20240344
Yinling HOU , Jia JI , Hong YU , Xiaoyun BIAN , Xiaofen GUAN , Jing QIU , Shuyi REN , Ming FANG . A rhombic Dy4-based complex showing remarkable single-molecule magnet behavior. Chinese Journal of Inorganic Chemistry, 2025, 41(3): 605-612. doi: 10.11862/CJIC.20240251
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
Lulu DONG , Jie LIU , Hua YANG , Yupei FU , Hongli LIU , Xiaoli CHEN , Huali CUI , Lin LIU , Jijiang WANG . Synthesis, crystal structure, and fluorescence properties of Cd-based complex with pcu topology. Chinese Journal of Inorganic Chemistry, 2025, 41(4): 809-820. doi: 10.11862/CJIC.20240171
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
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
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
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
Shuyan ZHAO . Field-induced CoⅡ single-ion magnet with pentagonal bipyramidal configuration. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1583-1591. doi: 10.11862/CJIC.20240231
Zhenghua ZHAO , Qin ZHANG , Yufeng LIU , Zifa SHI , Jinzhong GU . Syntheses, crystal structures, catalytic and anti-wear properties of nickel(Ⅱ) and zinc(Ⅱ) coordination polymers based on 5-(2-carboxyphenyl)nicotinic acid. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 621-628. doi: 10.11862/CJIC.20230342
Weizhong LING , Xiangyun CHEN , Wenjing LIU , Yingkai HUANG , Yu LI . Syntheses, crystal structures, and catalytic properties of three zinc(Ⅱ), cobalt(Ⅱ) and nickel(Ⅱ) coordination polymers constructed from 5-(4-carboxyphenoxy)nicotinic acid. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1803-1810. doi: 10.11862/CJIC.20240068
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
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