Citation: 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[J]. Chinese Journal of Inorganic Chemistry, ;2024, 40(9): 1803-1810. doi: 10.11862/CJIC.20240068 shu

Syntheses, crystal structures, and catalytic properties of three zinc(Ⅱ), cobalt(Ⅱ) and nickel(Ⅱ) coordination polymers constructed from 5-(4-carboxyphenoxy)nicotinic acid

  • Corresponding author: Yu LI, liyuletter@163.com
  • Received Date: 28 February 2024
    Revised Date: 28 June 2024

Figures(11)

  • Three zinc(Ⅱ), cobalt(Ⅱ), and nickel(Ⅱ) coordination polymers, namely [Zn(μ3-cpna)(μ-dpea)0.5]n (1), [Co(μ3-cpna)(μ-dpey)0.5]n (2), and [Ni(μ3-cpna)(μ-dpey)0.5(H2O)]n (3), have been constructed hydrothermally using H2cpna (5-(4-carboxyphenoxy)nicotinic acid), dpea (1, 2-di(4-pyridyl)ethane), dpey (1, 2-di(4-pyridyl)ethylene), and zinc, cobalt, and nickel chlorides at 160 ℃. The products were isolated as stable crystalline solids and were characterized by IR spectra, elemental analyses, thermogravimetric analyses, and single-crystal X-ray diffraction analyses. Single-crystal X-ray diffraction analyses revealed that three compounds crystallize in the triclinic system, space group P1. Compounds 1-3 show 2D layer structures. The catalytic activities in the Knoevenagel condensation reaction of these compounds were investigated. Compounds 1 and 2 exhibit effective catalytic activities in the Knoevenagel condensation reaction at room temperature. For this reaction, various parameters were optimized, followed by the investigation of the substrate scope.
  • 加载中
    1. [1]

      Chakraborty G, Park I H, 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

    2. [2]

      Zheng J, Lu Z, Wu K, Ning G H, Li D. Coinage-metal-based cyclic trinuclear complexes with metal-metal interactions: Theories to experiments and structures to functions[J]. Chem. Rev., 2020,120(17):9675-9742. doi: 10.1021/acs.chemrev.0c00011

    3. [3]

      Gong W, Chen Z J, Dong J Q, Liu Y, Cui Y. Chiral metal-organic frameworks[J]. Chem. Rev., 2022,122(9):9078-9144. doi: 10.1021/acs.chemrev.1c00740

    4. [4]

      Gu J Z, Lu W G, Jiang L, Zhou H C, Lu T B. 3D porous metal-organic framework exhibiting selective adsorption of water over organic solvents[J]. Inorg. Chem., 2007,46(15):5835-5837. doi: 10.1021/ic7004908

    5. [5]

      Ji X X, Wu S Y, Song D X, Chen S Y, Chen Q, Gao E J, Xu J, Zhu X P, Zhu M C. A water-stable luminescent sensor based on Cd2+ coordination polymer for detecting nitroimidazole antibiotics in water[J]. Appl. Organomet. Chem., 2021,35(10)e6359. doi: 10.1002/aoc.6359

    6. [6]

      Alsharabasy A M, Pandit A, Farras P. Recent advances in the design and sensing applications of hemin/coordination polymer-based nanocomposites[J]. Adv. Mater., 2021,33(2)2003883. doi: 10.1002/adma.202003883

    7. [7]

      Gu Y F, Zheng J J, Otake K I, Shivanna M, Sakaki S, Yoshino H, Ohba M, Kawaguchi S, Wang Y, Li F T, Kitagawa S. Host-guest interaction modulation in porous coordination polymers for inverse selective CO2/C2H2 separation[J]. Angew. Chem. Int. Ed., 2021,60(21):11688-11694. doi: 10.1002/anie.202016673

    8. [8]

      Zhao X, Wang Y X, Li D S, Bu X H, Feng P Y. Metal-organic frameworks for separation[J]. Adv. Mater., 2018,30(37)1705189. doi: 10.1002/adma.201705189

    9. [9]

      Wei Y S, Zhang M, Zou R Q, 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

    10. [10]

      Gu J Z, Wen M, Cai Y, Shi Z F, Nesterov D S, Kirillova M V, Kirillov A M. Cobalt(Ⅱ) 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

    11. [11]

      KANG X Q, WANG J H, GU J Z. Syntheses, crystal structures, and catalytic properties of three zinc(Ⅱ), nickel(Ⅱ) and cobalt(Ⅱ) coordination polymers constructed from 4, 4'-(pyridin-3, 5-diyl)dibenzoic acid[J]. Chinese. J. Inorg. Chem., 2023,39(12):2385-2392.

    12. [12]

      Zhang X, Man Lai E S, Martin-Aranda R, Yeung K L. An investigation of Knoevenagel condensation reaction in microreactors using a new zeolite catalyst[J]. Appl. Catal. A.-Gen, 2004,261(1):109-118. doi: 10.1016/j.apcata.2003.10.045

    13. [13]

      Dhakshinamoorthy A, Heidenreich N, Lenzen D, Stock N. Knoevenagel condensation reaction catalysed by Al-MOFs with CAU-1 and CAU-10-type structures[J]. CrystEngComm, 2017,19(29):4187-4193. doi: 10.1039/C6CE02664H

    14. [14]

      Daneshvar N, Goli-Jolodar O, Karimi-Chayjani R, Langarudi M S N, Shirini F. Sustainable and eco-friendly method for the synthesis of some bioactive derivatives of biscoumarin and pyrano[3,2-c]chromene-3-carbonitrile using taurine, as the catalyst[J]. ChemistrySelect, 2019,4(5):1562-1566. doi: 10.1002/slct.201803210

    15. [15]

      Dai Y F, Liu Y G, Sun B G, Yang S X, Tian H Y. Enantioselective syntheses and sensory properties of 2-alken-4-olides[J]. Flavour Frag. J., 2018,33(2):166-172. doi: 10.1002/ffj.3415

    16. [16]

      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

    17. [17]

      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

    18. [18]

      Wu W P, Li Z S, Liu B, Liu P, Xi Z P, Wang Y Y. Double-step CO2 sorption and guest-induced single-crystal-to-single-crystal transformation in a flexible porous framework[J]. Dalton Trans., 2015,44(22):10141-10145. doi: 10.1039/C5DT00460H

    19. [19]

      Liu Y L, Chen F Y, Di Y Q, Cao J, Di Y Y, Zhou C S. Two coordination polymers based on a flexible tritopic pyridyldicarboxylate ligand: Structures and magnetic properties[J]. Z. Anorg. Allg. Chem., 2016,642(3):246-249. doi: 10.1002/zaac.201500759

    20. [20]

      ZHENG C Z, REN L D, DING T, SONG B, XU S W. Synthesis, crystal structure and fluorescence properties of 3D cadmium(Ⅱ) coordination polymer based on flexible aromatic carboxylic acid ligand[J]. Journal of Synthetic Crystals, 2014,43(4):1009-1014.

    21. [21]

      Gu J Z, Liang X X, Cai Y, Wu J, Shi Z F, Kirillov A M. Hydrothermal assembly, structures, topologies, luminescence, and magnetism of a novel series of coordination polymers driven by a trifunctional nicotinic acid building block[J]. Dalton Trans., 2017,46(33):10908-10925. doi: 10.1039/C7DT01742A

    22. [22]

      Sheldrick G M. SHELXS-2014/7: A program for structure refinement[J]. University of Göttingen, Germany, 2014.

    23. [23]

      Lv D Y, Gao Z Q, Gu J Z, Ren R, Dou W. Synthesis, crystal structures, magnetic and luminescent properties of nickel(Ⅱ) and cadmium(Ⅱ) coordination polymers bearing 5-(2'-carboxylphenyl) nicotate ligands[J]. Transit. Met. Chem., 2011,36:313-318. doi: 10.1007/s11243-011-9471-5

    24. [24]

      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

    25. [25]

      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 activities towards the Henry and Knoevenagel reaction[J]. ChemistryOpen, 2018,7(11):865-877. doi: 10.1002/open.201800170

    26. [26]

      Almáši M, Zeleňák V, Opanasenko M, Čejka J. A novel nickel metal-organic 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

    27. [27]

      Loukopoulos E, Kostakis G E. Review: Recent advances of one-dimensional coordination polymers as catalysts[J]. J. Coord. Chem., 2018,71(3):371-410. doi: 10.1080/00958972.2018.1439163

    28. [28]

      Xue L P, Li Z H, Zhang T, Cui J J, Gao Y, Yao J X. Construction of two Zn(Ⅱ)/Cd(Ⅱ) multifunctional coordination polymers with mixed ligands for catalytic and sensing properties[J]. New J. Chem., 2018,42(17):14203-14209. doi: 10.1039/C8NJ02055H

  • 加载中
    1. [1]

      Zhenghua ZHAOQin ZHANGYufeng LIUZifa SHIJinzhong 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

    2. [2]

      Zhenzhong MEIHongyu WANGXiuqi KANGYongliang SHAOJinzhong 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

    3. [3]

      Qingyan JIANGYanyong SHAChen CHENXiaojuan CHENWenlong LIUHao HUANGHongjiang LIUQi 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

    4. [4]

      Shuwen SUNGaofeng 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

    5. [5]

      Ting WANGPeipei ZHANGShuqin LIURuihong WANGJianjun 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

    6. [6]

      Tianze WangJunyi RenDongxiang ZhangHuan WangJianjun DuXin-Dong JiangGuiling 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

    7. [7]

      Tiankai SunHui MinZongsu HanLiang WangPeng ChengWei 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

    8. [8]

      Xin-Tong ZhaoJin-Zhi GuoWen-Liang LiJing-Ping ZhangXing-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

    9. [9]

      Jun GuoZhenbang ZhuangWanqiang LiuGang 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

    10. [10]

      Yu-Hang MiaoZheng-Xu ZhangXu-Yi HuangYuan-Zhao HuaShi-Kun JiaXiao XiaoMin-Can WangLi-Ping XuGuang-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

    11. [11]

      Jing CaoDezheng ZhangBianqing RenPing SongWeilin 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

    12. [12]

      Zhen LiuZhi-Yuan RenChen YangXiangyi ShaoLi ChenXin 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

    13. [13]

      Shiyu PanBo CaoDeling YuanTifeng JiaoQingrui ZhangShoufeng Tang . Complexes of cupric ion and tartaric acid enhanced calcium peroxide Fenton-like reaction for metronidazole degradation. Chinese Chemical Letters, 2024, 35(7): 109185-. doi: 10.1016/j.cclet.2023.109185

    14. [14]

      Weichen WANGChunhua GONGJunyong ZHANGYanfeng BIHao XUJingli 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

    15. [15]

      Xinghui YaoZhouyu WangDa-Gang Yu . Sustainable electrosynthesis: Enantioselective electrochemical Rh(III)/chiral carboxylic acid-catalyzed oxidative CH cyclization coupled with hydrogen evolution reaction. Chinese Chemical Letters, 2024, 35(9): 109916-. doi: 10.1016/j.cclet.2024.109916

    16. [16]

      Peng MengQian-Cheng LuoAidan BrockXiaodong WangMahboobeh ShahbaziAaron MicallefJohn McMurtrieDongchen QiYan-Zhen ZhengJingsan Xu . Molar ratio induced crystal transformation from coordination complex to coordination polymers. Chinese Chemical Letters, 2024, 35(4): 108542-. doi: 10.1016/j.cclet.2023.108542

    17. [17]

      Zhijia ZhangShihao SunYuefang ChenYanhao WeiMengmeng ZhangChunsheng LiYan SunShaofei ZhangYong Jiang . Epitaxial growth of Cu2-xSe on Cu (220) crystal plane as high property anode for sodium storage. Chinese Chemical Letters, 2024, 35(7): 108922-. doi: 10.1016/j.cclet.2023.108922

    18. [18]

      Hao CaiXiaoyan WuLei JiangFeng YuYuxiang YangYan LiXian ZhangJian LiuZijian LiHong Bi . Lysosome-targeted carbon dots with a light-controlled nitric oxide releasing property for enhanced photodynamic therapy. Chinese Chemical Letters, 2024, 35(4): 108946-. doi: 10.1016/j.cclet.2023.108946

    19. [19]

      Jun ZhangZhiyao ZhengCan Zhu . Stereochemical editing: Catalytic racemization of secondary alcohols and amines. Chinese Chemical Letters, 2024, 35(5): 109160-. doi: 10.1016/j.cclet.2023.109160

    20. [20]

      Xingfen HuangJiefeng ZhuChuan He . Catalytic enantioselective N-silylation of sulfoximine. Chinese Chemical Letters, 2024, 35(4): 108783-. doi: 10.1016/j.cclet.2023.108783

Metrics
  • PDF Downloads(2)
  • Abstract views(34)
  • HTML views(7)

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

  1. 本站搜索
  2. 百度学术搜索
  3. 万方数据库搜索
  4. CNKI搜索
Address:Zhongguancun North First Street 2,100190 Beijing, PR China Tel: +86-010-82449177-888
Powered By info@rhhz.net

/

DownLoad:  Full-Size Img  PowerPoint
Return