112881-51-3Relevant articles and documents
A facile route to sterically hindered and non-hindered 4′-aryl-2, 2′:6′,2″-terpyridines
Wang, Jianhua,Hanan, Garry S.
, p. 1251 - 1254 (2005)
A facile one-pot synthesis of 4′-aryl-2,2′:6′,2″- terpyridines from aryl aldehydes and 2-acetylpyridine is presented. The synthesis of terpyridines incorporating sterically hindered aryl groups, such as the 9-anthryl group, can also be readily synthesized using this method.
Targeting G-quadruplex structures with Zn(ii) terpyridine derivatives: a SAR study
Biver, Tarita,Busto, Natalia,Carrión, M. Carmen,Díaz de Gre?u, Borja,García, Bego?a,Jalón, Felix A.,Manzano, Blanca R.,Montanaro, Sonia
, p. 13372 - 13385 (2020)
Based on the ability of terpyridines to react with G-quadruplex DNA (G4) structures along with the interest aroused by Zn as an essential metal centre in many biological processes, we have synthesized and characterized six Zn chloride or nitrate complexes containing terpyridine ligands with different 4′-substituents. In addition, we have studied their interaction with G4 and their cytotoxicity. Our experimental results revealed that the leaving group exerts a strong influence on the cytotoxicity, since the complexes bearing chloride were more cytotoxic than their nitrate analogues and an effect of the terpyridine ligand was also observed. The thermal stabilization profiles showed that the greatest stabilization of hybrid G4, Tel22, was observed for the Zn complexes bearing the terpyridine ligand that contained one or two methylated 4-(imidazol-1-yl)phenyl substituents,3Cland3(L)2, respectively, probably due to their extra positive charge. Stability and aquation studies for these complexes were carried out and no ligand release was detected. Complexes3Cland3(L)2were successfully internalized by SW480 cells and they seemed to be localized mainly in the nucleolus. The highest cytotoxicity, G4 selectivity and G4 affinity determined by fluorescence and ITC experiments, and subcellular localization quantified by ICP-MS measurements, rendered3Cla very interesting complex from a biological standpoint.
Syntheses, structures, and luminescence properties of lanthanide coordination polymers with a polycarboxylic terpyridyl derivative ligand
Xie, Juan,Shu, Hui-Ming,Hu, Huai-Ming,Han, Zhong-Xi,Shen, Sa-Sa,Yuan, Fei,Yang, Meng-Lin,Dong, Fa-Xin,Xue, Gang-Lin
, p. 985 - 994 (2014)
Solvothermal reactions of lanthanide chloride with a new ligand, H 3L, 4 ′-(3-carboxylpyridyl)-2,2 ′:6 ′,2"- terpyridine-6,6"-dicarboxylic acid, yields seven new lanthanide-organic frameworks: {[Ln2L2]'H2O}n (Ln=Pr (1), Nd (2), Sm (3), Eu (4)), {[Ln5L4(COO) 3(H2O)4]'10 H2O}n (Ln=Tb (5), Dy (6)), and [Yb2L2(H2O)2]'2 H2O (7). Single-crystal X-ray diffraction reveals that these complexes belong to three structural types. Type I (1-4) consists of lanthanide-carboxyl group layers pillared by L3- to form a three-dimensional network. Type II (5 and 6) comprises a right-handed helical chain and a left-handed helical chain linked through L3- anions into a three-dimensional framework. Type III (7) is a discrete dinuclear structure. The structural change is due to the decrease in the metal coordination number from nine for the large ions to seven for the small ions; this demonstrates the effect of lanthanide contraction. These materials exhibit high thermal stability. In addition, the luminescent properties of these complexes are discussed.
Molecular Assemblies and Spin-Crossover Behaviour of Cobalt(II) Complexes with Terpyridine Incorporating Different Nitrogen Positions in Pyridine Rings
Nakahara, Risa,Nakaya, Manabu,Shin, Jong Won,Ohtani, Ryo,Nakamura, Masaaki,Hayami, Shinya
, p. 494 - 498 (2017)
Cobalt(ii) complexes with terpyridine-type ligands, [Co(n-pyterpy)2](ClO4)2 (n=3 (1), 4 (2)), were prepared and characterised. Different positions of the nitrogen atom in the terpyridine ligands influenced their assembly properties in the crystal structures. Complex 1 showed a 2D network structure consisting of 1D chains connected by intermolecular NHC interactions. On the other hand, complex 2 consisted of two different cobalt ion sites (Co1 and Co2) with slightly different coordination environments. Complex 2 showed 1D chains with no interchain interactions. Such differences are discussed with the cooperativities estimated by their spin crossover behaviours.
Ligand Reactivity in Iron(II) Complexes of 4'-(4'''-Pyridyl)-2,2':6',2''-terpyridine
Constable, Edwin C.,Thompson, Alexander M. W. Cargill
, p. 2947 - 2950 (1992)
The ligand 4'-(4'''-pyridyl)-2,2':6',2''-terpyridine (pyterpy) acts as a tridentate ligand in which the 4-pyridyl ring is not co-ordinated in the complex cation 2+; the non-co-ordinated ring reacts with electrophiles to give species in which the charge perturbations are localised to a '4,4'-bipyridyl' fragment.
Hydrogen bond-induced abrupt spin crossover behaviour in 1-D cobalt(ii) complexes - The key role of solvate water molecules
Zenno, Hikaru,Kobayashi, Fumiya,Nakamura, Masaaki,Sekine, Yoshihiro,Lindoy, Leonard F.,Hayami, Shinya
, p. 7843 - 7853 (2021)
The magnetic properties and structural aspects of the 1-D cobalt(ii) complexes, [Co(pyterpy)Cl2]·2H2O (1·2H2O; pyterpy = 4′-(4′′′-pyridyl)-2,2′:6′,2′′-terpyridine) and [Co(pyethyterpy)Cl2]·2H2O (2·2H2O; pyethyterpy = 4′-((4′′′-pyridyl)ethynyl)-2,2′:6′,2′′-terpyridine) are reported. In each complex the central cobalt(ii) ion displays an octahedral coordination environment composed of three nitrogen donors from the terpyridine moiety, a nitrogen donor from a pyridyl group and two chloride ligands which occupy the axial sites.1·2H2O exhibits abrupt spin-crossover (SCO) behaviour (T1/2↓= 218 K;T1/2↑= 227 K) along with a thermal hysteresis loop, while2·2H2O and the dehydrated species1and2exhibit high-spin (HS) states at 2-300 K as well as field-induced single-molecule magnet (SMM) behaviour attributed to the presence of magnetic anisotropic HS cobalt(ii) species (S= 3/2).1·2H2O exhibited reversible desorption/resorption of its two water molecules, revealing reversible switching between SCO and SMM behaviour triggered by the dehydration/rehydration processes. Single crystal X-ray structural analyses revealed that1·2H2O crystalizes in the orthorhombic space groupPccawhile2and2·2H2O crystallize in the monoclinic space groupP2/n. Each of the 1-D chains formed by1·2H2O in the solid state are bridged by hydrogen bonds between water molecules and chloride groups to form a 2-D layered structure. The water molecules bridging 1-D chains in1·2H2O interact with the chloride ligands occupying the axial positions, complementing the effect of Jahn-Teller distortion and contributing to the abrupt SCO behaviour and associated stabilization of the LS state.
Heteroleptic Cu(II)-polypyridyl complexes as photonucleases
Singh,Sharma,Shankar,Awasthi,Gupta
, p. 5906 - 5913 (2016)
A series of heteroleptic Cu(ii)-polypyridyl complexes with terpyridine (3N)/imidazole (2N) backbones and appended with pyridyl, 2-naphthyl, 9-anthryl and 1-pyrenyl groups are synthesized and evaluated for their photonuclease activity. An array of techniques viz. UV-vis, fluorescence, circular dichroism and thermal denaturation established strong DNA binding affinity (Kb = ～104-106 M-1) and the binding modes were correlated with molecular docking studies. Photonuclease efficiency exceeded 90% for all the complexes under identical conditions. Interestingly, DNA binding propensity and photonuclease efficiency followed the increasing size, planarity, aromaticity, π-Stacking ability and hydrophobicity of the peripheral moiety.
Fe-terpyridyl complex based multiple switches for application in molecular logic gates and circuits
Mondal, Prakash Chandra,Singh, Vikram,Shankar, Bhaskaran
, p. 2679 - 2685 (2014)
Molecular logic gates and circuits are constructed using the optical and electrochemical addressable-reversible-multiple switching event of the Fe(ii)-4′-pyridyl terpyridyl complex (1) using multiple analytes. The process involves oxidation-reduction of Fe2+ as well as successive quaternization-dequaternization of the free pendant pyridyl group monitored optically. The whole switching process could also be visualized by the naked eye as colour changes upon switching are quite apparent and instant. This journal is the Partner Organisations 2014.
Electroless deposition of bis(4'-(4-pyridyl)-2,2':6',2"-terpyridine) iron(II) thiocyanate complex onto carbon nanotubes modified glassy carbon electrode: Application to simultaneous determination of ascorbic acid, dopamine and uric acid
Kamyabi,Narimani,Monfared
, p. 468 - 477 (2011)
A glassy carbon (GC) electrode modified by multi-walled carbon nanotubes (MWNTs) and bis(pyterpy)iron(II) thiocyanate complex (pyterpy = 4'-(4-pyridyl)-2,2':6',2"-terpyridine) was investigated by voltammetric methods in acetate buffer solution (pH 5). Performances of the iron(II)-complex/MWNTs modified electrode were evaluated with differential pulse voltammetry and scanning electron microscopy (SEM). The modified glassy carbon electrode shows an excellent electrochemical response for ascorbic acid (AA), dopamine (DA) and uric acid (UA). The differential pulse voltammetry oxidation peaks for AA and DA, DA and UA, AA and UA are separated by 210, 136 and 346 m V, respectively. This separation permits the simultaneous determination of AA, DA and UA. The anodic peak currents of AA, DA and UA increase linearly with concentration in the range of 1.10×10-5-1.50×10 -3 mol L-1, 9.0×10-7-1.20×10 -3 mol L-1 and 2.00×10-6-1. 50×10-3 mol L-1, respectively, with a correlation coefficient (r) always higher than 0.998. In addition, the modified electrode also shows good sensitivity and stability. Satisfactory results were achieved for the determination of AA in vitamin C tablets, DA in dopamine injection solution and UA in human blood serum samples.
