Synthesis, structures, and catalytic activity in the Knoevenagel condensation reaction of three Co(Ⅱ), Cu(Ⅱ), and Cd(Ⅱ) coordination polymers based on an ether-bridged tetracarboxylic acid
- Corresponding author: Yu LI, liyuletter@163.com
Citation: Jia-Xue MU, Xiong LI, Xun-Zhong ZOU, An-Sheng FENG, Yu LI. Synthesis, structures, and catalytic activity in the Knoevenagel condensation reaction of three Co(Ⅱ), Cu(Ⅱ), and Cd(Ⅱ) coordination polymers based on an ether-bridged tetracarboxylic acid[J]. Chinese Journal of Inorganic Chemistry, ;2023, 39(3): 554-562. doi: 10.11862/CJIC.2023.024
Lustig W P, Li J. Luminescent metal-organic frameworks and coordination polymers as alternative phosphors for energy efficient lighting devices[J]. Coord. Chem. Rev., 2018,373(15):116-147.
Chakraborty G, Park I, Medishetty R, Vittal J J. Two-dimensional metal-organic framework materials: Synthesis, structures, properties and applications[J]. Chem. Rev., 2021,121(7):3751-3891. doi: 10.1021/acs.chemrev.0c01049
Easun T L, Moreau F, Yan Y, Yang S, Schroder M. Structural and dynamic studies of substrate binding in porous metal-organic frame-works[J]. Chem. Soc. Rev., 2017,46(1):239-274. doi: 10.1039/C6CS00603E
Fan W D, Yuan S, Wang W J, Feng L, Liu X P, Zhang X R, Wang X, Kang Z X, Dai F N, Yuan D Q, Sun D F, Zhou H C. Optimizing multivariate metal-organic frameworks for efficient C2H2/CO2 separation[J]. J. Am. Chem. Soc., 2020,142(19):8728-8737. doi: 10.1021/jacs.0c00805
Zheng B, Luo X, Wang Z, Zhang S, Yun R, Huang L, Zeng W, Liu W. An unprecedented water stable acylamide-functionalized metal-organic framework for highly efficient CH4/CO2 gas storage/separation and acid-base cooperative catalytic activity[J]. Inorg. Chem. Front., 2018,5(9):2355-2363. doi: 10.1039/C8QI00662H
Patel N, Shukla P, Lama P, Das S, Pal T K. Engineering of metal-organic frameworks as ratiometric sensors[J]. Cryst. Growth Des., 2022,22(5):3518-3564. doi: 10.1021/acs.cgd.1c01268
Li J, Tian J F, Yu H H, Fan M Y, Li X, Liu F B, Sun J, Su Z M. Controllable synthesis of metal-organic frameworks based on anthracene ligands for high-sensitivity fluorescence sensing of Fe3+, Cr2O72-, and TNP[J]. Cryst. Growth Des., 2022,22(5):2954-2963. doi: 10.1021/acs.cgd.1c01412
Zhao L, Du Z G, Ji G F, Wang Y F, Cai W, He C, Duan C Y. Eosin Y-containing metal-organic framework as a heterogeneous catalyst for direct photoactivation of inert C—H bonds[J]. Inorg. Chem., 2022,61(19):7256-7265. doi: 10.1021/acs.inorgchem.1c03813
ZHAO S Q, GU J Z. Synthesis, structures and catalytic activity in Knoevenagel condensation reaction of two diphenyl ether tetracarboxylic acid-Co(Ⅱ) coordination polymers[J]. Chinese J. Inorg. Chem., 2022,38(1):161-170.
Wei Y S, Zhang M, Zou R, Xu Q. Metal-organic framework-based catalysts with single metal sites[J]. Chem. Rev., 2020,120(21):12089-12174. doi: 10.1021/acs.chemrev.9b00757
Gu J Z, Wen M, Cai Y, Shi Z F, Arol A S, Kirillova M V, Kirillov A M. Metal-organic architectures assembled from multifunctional polycarboxylates: Hydrothermal self-assembly, structures, and catalytic activity in alkane oxidation[J]. Inorg. Chem., 2019,58(4):2403-2412. doi: 10.1021/acs.inorgchem.8b02926
Gu J Z, Wen M, Cai Y, Shi Z F, Nesterov D S, Kirillova M V, Kirillov A M. Cobalt coordination polymers assembled from unexplored pyridine-carboxylic acids: Structural diversity and catalytic oxidation of alcohols[J]. Inorg. Chem., 2019,58(9):5875-5885. doi: 10.1021/acs.inorgchem.9b00242
Zhu Y D, Xin N N, Qiao Z, Chen S P, Zeng L W, Zhang Y S, Wei D, Sun J, Fan H D. Bioactive MOFs based theranostic agent for highly effective combination of multimodal imaging and chemo-phototherapy[J]. Adv. Healthcare Mater., 2020,9(14)2000205. doi: 10.1002/adhm.202000205
Feng J, Ren W X, Kong F, Dong Y B. Recent insight into functional crystalline porous frameworks for cancer photodynamic therapy[J]. Inorg. Chem. Front., 2021,8(4):848-879. doi: 10.1039/D0QI01051K
Neumann T, Ceglarska M, Germann L S, Rams M, Dinnebier R E, Suckert S, Jess I, Naether C. Structures, thermodynamic relations, and magnetism of stable and metastable Ni(NCS)2 coordination polymers[J]. Inorg. Chem., 2018,57(6):3305-3314. doi: 10.1021/acs.inorgchem.8b00092
Makhanya N, Oboirien B, Ren J, Musyoka N, Sciacovelli A. Recent advances on thermal energy storage using metal-organic frameworks (MOFs)[J]. J. Energy Storage, 2021,34102179. doi: 10.1016/j.est.2020.102179
Huang W H, Zhang X X, Zhao Y N. Recent progress and perspectives on the structural design on metal-organic zeolite (MOZ) frameworks[J]. Dalton Trans., 2021,50(1):15-28. doi: 10.1039/D0DT03524F
Raptopoulou C P. Metal-organic frameworks: Synthetic methods and potential applications[J]. Materials, 2021,14(2)310. doi: 10.3390/ma14020310
Zheng X D, Lu T B. Constructions of helical coordination compounds[J]. CrystEngComm, 2010,12(2):324-336. doi: 10.1039/B911991D
Zhan G L, Zhong W, Wei Z H, Liu Z Z, Liu X M. Roles of phenol groups and auxiliary ligand of copper(Ⅱ) complexes with tetradentate ligands in the aerobic oxidation of benzyl alcohol[J]. Dalton Trans., 2017,46(25):8286-8297. doi: 10.1039/C7DT01716B
Fan G D, Hong L, Zheng X M, Zhou J J, Zhan J J, Chen Z, Liu S Y. Growth inhibition of microcystic aeruginosa by metal-organic frameworks: Effect of variety, metal ion and organic ligand[J]. RSC Adv., 2018,8(61):35314-35326. doi: 10.1039/C8RA05608K
Lei Z, Hu L, Yu Z H, Yao Q Y, Chen X, Li H, Liu R M, Li C P, Zhu X D. Ancillary ligand enabled structural and fluorescence diversity in metal-organic frameworks: Application for the ultra-sensitive detection of nitrofuran antibiotics[J]. Inorg. Chem. Front., 2021,8(5):1290-1296. doi: 10.1039/D0QI01098G
Yang Y P, Lu C X, Wang H L, Liu X M. Amide bond cleavage initiated by coordination with transition metal ions and tuned by an auxiliary ligand[J]. Dalton Trans., 2016,45(25):10289-10296. doi: 10.1039/C6DT01411A
Gu J Z, Cui Y H, Liang X X, Wu J, Lv D Y, Kirillov A M. Structurally distinct metal-organic and H-bonded networks derived from 5-(6-carboxypyridin-3-yl)isophthalic acid: Coordination and template effect of 4, 4'-bipyridine[J]. Cryst. Growth Des., 2016,16(8):4658-4670. doi: 10.1021/acs.cgd.6b00735
Wei N, Zhang M Y, Zhang X N, Li G M, Zhang X D. Two series of solvent-dependent lanthanide coordination polymers demonstrating tunable luminescence and catalysis properties[J]. Cryst. Growth Des., 2014,14(6):3002-3009. doi: 10.1021/cg500286v
Kühne I A, Carter A B, Kostakis G E, Anson C E, Powell A K. Varying the dimensionality of Cu(Ⅱ)-based coordination polymers through solvent influence[J]. Crystals, 2020,10(10)893. doi: 10.3390/cryst10100893
Li Y, Wu J, Gu J Z, Qiu W D, Feng A S. Temperature-dependent syntheses of two manganese(Ⅱ) coordination compounds based on an ether-bridged tetracarbolylic acid[J]. Chin. J. Struct. Chem., 2020,39(4):727-736.
ZHOU X Z, WU J, GU J Z, ZHAO N, FENG A S, LI Y. Syntheses of two nickel(Ⅱ) coordination compounds based on a rigid linear tricarboxylic acid[J]. Chinese J. Inorg. Chem., 2019,35(9):1705-1711.
Gu J Z, Gao Z Q, Tang Y. pH and auxiliary ligand influence on the structural variations of 5(2'-carboxylphenyl) nicotate coordination polymers[J]. Cryst. Gorwth Des., 2012,12(6):3312-3323. doi: 10.1021/cg300442b
Zhong D C, Lu W G, Deng J H. Two three-dimensional cadmium coordination polymers based on 5-amino-tetrazolate and 1, 2, 4, 5-benzenetetracarboxylate: The pH value controlled syntheses, crystal structures and luminescent properties[J]. CrystEngComm, 2014,16(21):4633-4640. doi: 10.1039/C4CE00219A
Cheng X Y, Guo L R, Wang H Y, Gu J Z, Yang Y, Kirillova M V, Kirillov A M. Coordination polymers from biphenyl-dicarboxylate linkers: Synthesis, structural diversity, interpenetration, and catalytic properties[J]. Inorg. Chem., 2022,61(32):12577-12590. doi: 10.1021/acs.inorgchem.2c01488
Gu J Z, Wan S M, Dou W, Kirillova M V, Kirillov A M. Coordination polymers from unexplored biphenyltricarboxylate linker: Hydrothermal synthesis, structural traits and catalytic cyanosilylation[J]. Inorg. Chem. Front., 2021,8(5):1229-1242. doi: 10.1039/D0QI01230K
Addison A W, Rao T N, Reedijk J, Van Rijin J, Verschoor G C. Synthesis, structure, and spectroscopic properties of copper(Ⅱ) compounds containing nitrogen sulfur donor ligands-the crystal and molecular-structure of aqua[1, 7-bis(N-methylbenzimidazol-2'-yl)-2, 6-dithiaheptane] copper(Ⅱ) perchlorate[J]. J. Chem. Soc. Dalton Trans., 1984,7:1349-1356.
Chen H T, Fan L M, Hu T P, Zhang X T. 6s-3d {Ba3Zn4}-organic framework as an effective heterogeneous catalyst for chemical fixation of CO2 and Knoevenagel condensation reaction[J]. Inorg. Chem., 2021,60(5):3384-3392. doi: 10.1021/acs.inorgchem.0c03736
Karmakar A, Rúbio G M D M, Guedes da Silva M F C, Pombeiro A J L. Synthesis of metallomacrocycle and coordination polymers with pyridine-based amidocarboxylate ligands and their catalytic acitivities towards the Henry and Knoevenagel reaction[J]. ChemistryOpen, 2018,7(11):865-877. doi: 10.1002/open.201800170
Almáši M, Zeleňák V, Opanasenko M, Čejka J. A novel nickel metalorganic framework with fluorite-like structure: Gas adsorption properties and catalytic activity in Knoevenagel condensation[J]. Dalton Trans., 2014,43(9):3730-3738. doi: 10.1039/c3dt52698d
Cheng X Y, Guo L R, Wang H Y, Gu J Z, Yang Y, Kirillova M V, Kirillov A M. Coordination polymers constructed from an adaptable pyridine-dicarboxylic acid linker: Assembly, diversity of structures, and catalysis[J]. Inorg. Chem., 2022,61(45):17951-17962. doi: 10.1021/acs.inorgchem.2c01855
Zhenzhong MEI , Hongyu WANG , Xiuqi KANG , Yongliang SHAO , Jinzhong GU . Syntheses and catalytic performances of three coordination polymers with tetracarboxylate ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1795-1802. doi: 10.11862/CJIC.20240081
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
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
Qingyan JIANG , Yanyong SHA , Chen CHEN , Xiaojuan CHEN , Wenlong LIU , Hao HUANG , Hongjiang LIU , Qi LIU . Constructing a one-dimensional Cu-coordination polymer-based cathode material for Li-ion batteries. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 657-668. doi: 10.11862/CJIC.20240004
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
Ting WANG , Peipei ZHANG , Shuqin LIU , Ruihong WANG , Jianjun ZHANG . A Bi-CP-based solid-state thin-film sensor: Preparation and luminescence sensing for bioamine vapors. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1615-1621. doi: 10.11862/CJIC.20240134
Weichen WANG , Chunhua GONG , Junyong ZHANG , Yanfeng BI , Hao XU , Jingli XIE . Construction of two metal-organic frameworks by rigid bis(triazole) and carboxylate mixed-ligands and their catalytic properties for CO2 cycloaddition reaction. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1377-1386. doi: 10.11862/CJIC.20230415
Long TANG , Yaxin BIAN , Luyuan CHEN , Xiangyang HOU , Xiao WANG , Jijiang WANG . Syntheses, structures, and properties of three coordination polymers based on 5-ethylpyridine-2,3-dicarboxylic acid and N-containing ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1975-1985. doi: 10.11862/CJIC.20240180
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
Tiankai Sun , Hui Min , Zongsu Han , Liang Wang , Peng Cheng , Wei Shi . Rapid detection of nanoplastic particles by a luminescent Tb-based coordination polymer. Chinese Chemical Letters, 2024, 35(5): 108718-. doi: 10.1016/j.cclet.2023.108718
Tianze Wang , Junyi Ren , Dongxiang Zhang , Huan Wang , Jianjun Du , Xin-Dong Jiang , Guiling Wang . Development of functional dye with redshifted absorption based on Knoevenagel condensation at 1-site in phenyl[b]-fused BODIPY. Chinese Chemical Letters, 2024, 35(6): 108862-. doi: 10.1016/j.cclet.2023.108862
Xin-Tong Zhao , Jin-Zhi Guo , Wen-Liang Li , Jing-Ping Zhang , Xing-Long Wu . Two-dimensional conjugated coordination polymer monolayer as anode material for lithium-ion batteries: A DFT study. Chinese Chemical Letters, 2024, 35(6): 108715-. doi: 10.1016/j.cclet.2023.108715
Jun Guo , Zhenbang Zhuang , Wanqiang Liu , Gang Huang . "Co-coordination force" assisted rigid-flexible coupling crystalline polymer for high-performance aqueous zinc-organic batteries. Chinese Chemical Letters, 2024, 35(9): 109803-. doi: 10.1016/j.cclet.2024.109803
Gaofeng WANG , Shuwen SUN , Yanfei ZHAO , Lixin MENG , Bohui WEI . Structural diversity and luminescence properties of three zinc coordination polymers based on bis(4-(1H-imidazol-1-yl)phenyl)methanone. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 849-856. doi: 10.11862/CJIC.20230479
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
Yu-Hang Miao , Zheng-Xu Zhang , Xu-Yi Huang , Yuan-Zhao Hua , Shi-Kun Jia , Xiao Xiao , Min-Can Wang , Li-Ping Xu , Guang-Jian Mei . Catalytic asymmetric dearomative azo-Diels–Alder reaction of 2-vinlyindoles. Chinese Chemical Letters, 2024, 35(4): 108830-. doi: 10.1016/j.cclet.2023.108830
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
Jing Cao , Dezheng Zhang , Bianqing Ren , Ping Song , Weilin Xu . Mn incorporated RuO2 nanocrystals as an efficient and stable bifunctional electrocatalyst for oxygen evolution reaction and hydrogen evolution reaction in acid and alkaline. Chinese Chemical Letters, 2024, 35(10): 109863-. doi: 10.1016/j.cclet.2024.109863
Zhen Liu , Zhi-Yuan Ren , Chen Yang , Xiangyi Shao , Li Chen , Xin Li . Asymmetric alkenylation reaction of benzoxazinones with diarylethylenes catalyzed by B(C6F5)3/chiral phosphoric acid. Chinese Chemical Letters, 2024, 35(5): 108939-. doi: 10.1016/j.cclet.2023.108939
H atoms are omitted for clarity; Symmetry code: A: x-1, y, z
phen and H2O ligands are omitted for clarity
H atoms are omitted for clarity; Symmetry codes: A: x+1, y, z; B: -x+1, -y, -z+1; C: -x+1, -y+1, -z; D: x, y+1, z
Symmetry codes: E: -x+2, -y, -z+1; F: -x+1, -y+1, -z
Symmetry codes: E: -x+2, -y, -z+1; F: -x+1, -y+1, -z
H atoms are omitted for clarity except for NH groups; Symmetry codes: A: x, y-1, z; B: -x, y-1/2, -z+1/2; C: -x+1, -y+1, -z+1; D: -x+1, y-1/2, -z+1/2; E: x, -y+1/2, z+1/2
Water molecules are omitted for clarity