Citation: MU Huarong, BI Xin, SUN Jing, YAN Chaoguo. Synthesis and Molecular Structure of Copper Complex of Terpyridine Bearing with Imidazolium Salts[J]. Chinese Journal of Applied Chemistry, ;2016, 33(2): 206-212. doi: 10.11944/j.issn.1000-0518.2016.02.150194 shu

Synthesis and Molecular Structure of Copper Complex of Terpyridine Bearing with Imidazolium Salts

MU Huarong ^a ,
BI Xin ^b ,
SUN Jing ^b ,
YAN Chaoguo ^b,,

1.
a College of Chemical Engineering, Yangzhou Polytechnic Institute, Yangzhou, Jiangsu 225127, China;
2.
b College of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou, Jiangsu 225002, China

Corresponding author: YAN Chaoguo,
Received Date: 11 June 2015
Available Online: 12 November 2015
Fund Project:

A series of functionalized terpyridine ligands containing alkyl bridged imidazolium salts were designed and prepared in convenient manner. The transition metal complexes of these functionalized terpyridine ligands were investigated and the single crystal structure of Cu complex was successfully determined by X-ray diffraction. In the copper complex, Cu²⁺ was coordinated with two terpyridine units to form distorted octahedron symmetry. Monoclinic, space group P 21/c; a=1.7229(3) nm, b=1.5924(2) nm, c=2.1590(3) nm, α=90°, β=101.332(2)°, γ=90°, M_r=1298.09, V=5.8078(15) nm³, D_c=1.485 mg/m³, Z=4, F(000)=2684.
- terpyridine,
- imidazolium salt,
- transition metal complex,
- crystal structure
1. [1]
  [1] Sauvage J P,Collin J P,Chambron J C,et al. Ruthenium(Ⅱ) and Osmium(Ⅱ) Bis(terpyridine) Complexes in Covalently-Linked Multicomponent Systems:Synthesis, Electrochemical Behavior, Absorption Spectra, and Photochemical and Photophysical Properties[J]. Chem Rev,1994,94(4):993-1019.
2. [2]
  [2] Barigelletti F,Flamigni L. Photoactive Molecular Wires Based on Metal Complexes[J]. Chem Soc Rev,2000,29(1):1-12.
3. [3]
  [3] Hofmeier H,Schubert U S. Recent Developments in the Supramolecular Chemistry of Terpyridine-metal Complexes[J]. Chem Soc Rev,2004,33(6):373-399.
4. [4]
  [4] Constable E C. 2,2':6',2''-Terpyridines: From Chemical Obscurity to Common Supramolecular Motifs[J]. Chem Soc Rev,2007,36(2):246-253.
5. [5]
  [5] Bazzicalupi C,Bencini A,Bianchi A,et al. Coordination Properties of Polyamine-macrocycles Containing Terpyridine Units[J]. Coord Chem Rev,2008,252(10/11):1052-1068.
6. [6]
  [6] Cummings S D. Platinum Complexes of Terpyridine: Interaction and Reactivity with Biomolecules[J]. Coord Chem Rev,2009,253(9/10):1495-1516.
7. [7]
  [7] Sun J,Xia E Y,Yan C G. Syntheses and Structures of Mn(Ⅱ), Co(Ⅱ), and Zn(Ⅱ) Complexes of 1,3-Diterpyridyl-substituted p-tert-Butylcalix[4] arene[J]. J Cood Chem,2012,65(17):3086-3097.
8. [8]
  [8] YAN Xiaohua,DU Liting,BI Xin,et al. Efficient Synthesis of Alkoxyl Bridging Bisterpyridines[J]. Chinese J Org Chem,2010,30(12):1955-1959(in Chinese).严晓华,杜丽婷,毕欣,等. 烷氧基桥联三联吡啶的合成[J]. 有机化学,2010,30(12):1955-1959.
9. [9]
  [9] Li L,Du L T,Sun J. Synthesis, Crystal Structure of Bis-terpyridinyl-calix[4] arene Derivatives and Fluorescent Sensor for Zinc Ion[J]. Chem Res Chinese Univ,2013,29(5):874-878.
10. [10]
  [10] Herrmann W A. N-Heterocyclic Carbenes:A New Concept in Organometallic Catalysis[J]. Angew Chem Int Ed,2002,41(8):1290-1309.
11. [11]
  [11] Budagumpi S,Kim K H,Kim I. Catalytic and Coordination Facets of Single-site Non-metallocene Organometallic Catalysts with N-Heterocyclic Scaffolds Employed in Olefin Polymerization[J]. Coord Chem Rev,2011,255(23/24):2785-2809.
12. [12]
  [12] Budagumpi S,Haque R A,Salman A W. Stereochemical and Structural Characteristics of Single- and Double-site Pd(Ⅱ)-N-heterocyclic Carbene Complexes:Promising Catalysts in Organic Syntheses Ranging from C-C Coupling to Olefin Polymerizations[J]. Coord Chem Rev,2012,256(17/18):1787-1830.
13. [13]
  [13] Crabtree R H. Abnormal,Mesoionic and Remote N-Heterocyclic Carbene Complexes[J]. Coord Chem Rev,2013,257(3/4):755-766.
14. [14]
  [14] Lin J C Y,Huang R T W,Lee C S,et al. Coinage Metal-N-Heterocyclic Carbene Complexes[J]. Chem Rev,2009,109(8):3561-3598.
15. [15]
  [15] Marion N,Nolan S P. Well-Defined N-Heterocyclic Carbenes-Palladium(Ⅱ) Precatalysts for Cross-Coupling Reactions[J]. Acc Chem Res,2008,41(18):1440-1449.
16. [16]
  [16] Poyatos M,Mata J A,Peris E. Complexes with Poly(N-heterocyclic carbene) Ligands:Structural Features and Catalytic Applications[J]. Chem Rev,2009,109(8):3677-3707.
17. [17]
  [17] Budagumpi S,Endud S. Group XII Metal-N-Heterocyclic Carbene Complexes:Synthesis, Structural Diversity, Intramolecular Interactions, and Applications[J]. Organometallics,2013,32(6):1537-1562.
18. [18]
  [18] Gu W W,Chen W J,Yan C G. Synthesis and Crystal Structures of Ag and Hg Complexes of Bis(N-heterocyclic carbenes) on p-tert-Butylcalix[4] arene Plateform[J]. Supramol Chem,2015,27(2):407-413.
19. [19]
  [19] Manikandamathavan V M,Nair B U. DNA Binding and Cytotoxicity of Copper(Ⅱ) Imidazole Terpyridine Complexes: Role of Oxyanion, Hydrogen Bonding and π-π Interaction[J]. Eur J Med Chem,2013,68:244-252.
20. [20]
  [20] Huang W,You W,Wang L,et al, Anionic Effects on the Formation of Tridentate 4'-Chloro-2,2':6',2''-terpyridine Copper(Ⅱ) Complexes Having 1:1 or 1:2 Ratio of Metal and Ligand and Their Crystal Symmetry[J]. Inorg Chim Acta,2009,362:2127-2135.
21. [21]
  [21] Martinez-Vargas S,Martinez A I,Valdés-Martínez J,et al. Preparation of Three New 4'-Phenylterpyridine-copper(Ⅱ) Complexes Containing Nicotinate or Iso-nicotinate Ligands[J]. J Mol Struct,2013,1033:34-39.
1. [1]
  Zhaoyang WANG , Chun YANG , Yaoyao Song , Na HAN , Xiaomeng LIU , Qinglun WANG . Lanthanide(Ⅲ) complexes derived from 4′-(2-pyridyl)-2, 2′∶6′, 2″-terpyridine: Crystal structures, fluorescent and magnetic properties. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1442-1451. doi: 10.11862/CJIC.20240114
2. [2]
  Yahui HAN , Jinjin ZHAO , Ning REN , Jianjun ZHANG . Synthesis, crystal structure, thermal decomposition mechanism, and fluorescence properties of benzoic acid and 4-hydroxy-2, 2′: 6′, 2″-terpyridine lanthanide complexes. Chinese Journal of Inorganic Chemistry, 2025, 41(5): 969-982. doi: 10.11862/CJIC.20240395
3. [3]
  Hongjie SHEN , Haozhe MIAO , Yuhe YANG , Yinghua LI , Deguang HUANG , Xiaofeng ZHANG . Synthesis, crystal structure, and fluorescence properties of two Cu(Ⅰ) complexes based on pyridyl ligand. Chinese Journal of Inorganic Chemistry, 2025, 41(5): 855-863. doi: 10.11862/CJIC.20250009
4. [4]
  Changqing MIAO , Fengjiao CHEN , Wenyu LI , Shujie WEI , Yuqing YAO , Keyi WANG , Ni WANG , Xiaoyan XIN , Ming FANG . Crystal structures, DNA action, and antibacterial activities of three tetranuclear lanthanide-based complexes. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2455-2465. doi: 10.11862/CJIC.20240192
5. [5]
  Haitang WANG , Yanni LING , Xiaqing MA , Yuxin CHEN , Rui ZHANG , Keyi WANG , Ying ZHANG , Wenmin WANG . Construction, crystal structures, and biological activities of two Ln^Ⅲ₃ complexes. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1474-1482. doi: 10.11862/CJIC.20240188
6. [6]
  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
7. [7]
  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
8. [8]
  Lifang HE , Wenjie TANG , Yaoze LUO , Mingsheng LIANG , Jianxin TANG , Yuxuan WU , Fuxing ZHANG , Xiaoming ZHU . Synthesis, structure, and anticancer activity of two dialkyltin complexes constructed based on 2, 2′-bipyridin-6, 6′-dicarboxylic acid. Chinese Journal of Inorganic Chemistry, 2025, 41(8): 1601-1609. doi: 10.11862/CJIC.20250012
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]
  Hexing SONG , Zan SUN . Synthesis, crystal structure, Hirshfeld surface analysis, and fluorescent sensing for Fe³⁺ of an Mn(Ⅱ) complex based on 1-naphthalic acid. Chinese Journal of Inorganic Chemistry, 2025, 41(5): 885-892. doi: 10.11862/CJIC.20240402
11. [11]
  Hong Wu , Yuxi Wang , Hongyan Feng , Xiaokui Wang , Bangkun Jin , Xuan Lei , Qianghua Wu , Hongchun Li . Application of Computational Chemistry in the Determination of Magnetic Susceptibility of Metal Complexes. University Chemistry, 2025, 40(3): 116-123. doi: 10.12461/PKU.DXHX202405141
12. [12]
  Xiaotong LU , Pan ZHANG , Zijie ZHAO , Lei HUANG , Hongwei ZUO , Lili LIANG . Antitumor and antibacterial activities of pyridyl Schiff base indium and dysprosium complexes. Chinese Journal of Inorganic Chemistry, 2025, 41(8): 1523-1532. doi: 10.11862/CJIC.20250073
13. [13]
  Yuxin CHEN , Yanni LING , Yuqing YAO , Keyi WANG , Linna LI , Xin ZHANG , Qin WANG , Hongdao LI , Wenmin WANG . Construction, structures, and interaction with DNA of two Sm^Ⅲ₄ complexes. Chinese Journal of Inorganic Chemistry, 2025, 41(6): 1141-1150. doi: 10.11862/CJIC.20240258
14. [14]
  Jingjing QING , Fan HE , Zhihui LIU , Shuaipeng HOU , Ya LIU , Yifan JIANG , Mengting TAN , Lifang HE , Fuxing ZHANG , Xiaoming ZHU . Synthesis, structure, and anticancer activity of two complexes of dimethylglyoxime organotin. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1301-1308. doi: 10.11862/CJIC.20240003
15. [15]
  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
16. [16]
  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
17. [17]
  Ruiying WANG , Hui WANG , Fenglan CHAI , Zhinan ZUO , Benlai WU . Three-dimensional homochiral Eu(Ⅲ) coordination polymer and its amino acid configuration recognition. Chinese Journal of Inorganic Chemistry, 2025, 41(5): 877-884. doi: 10.11862/CJIC.20250052
18. [18]
  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
19. [19]
  Yan Liu , Yuexiang Zhu , Luhua Lai . Introduction to Blended and Small-Class Teaching in Structural Chemistry: Exploring the Structure and Properties of Crystals. University Chemistry, 2024, 39(3): 1-4. doi: 10.3866/PKU.DXHX202306084
20. [20]
  Weina Wang , Fengyi Liu , Wenliang Wang . “Extracting Commonality, Delving into Typicals, Deriving Individuality”: Constructing a Knowledge Graph of Crystal Structures. University Chemistry, 2024, 39(3): 36-42. doi: 10.3866/PKU.DXHX202308029

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(407)
HTML views(49)

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