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.
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