4411-80-7Relevant articles and documents
New systems based on 2,2'-dipyridyl-6,6'-dicarboxylic acid diamides for Am-Eu separation
Alyapyshev, Mikhail Yu.,Babain, Vasily A.,Borisova, Nataliya E.,Kiseleva, Rimma N.,Safronov, Dmitry V.,Reshetova, Marina D.
, p. 336 - 337 (2008)
New synergistic extraction mixtures based on 2,2'-dipyridyl-6,6'-dicarboxylic acid diamides and chlorinated cobalt dicarbolide were proposed as highly effective for americium-europium separation in acidic media.
A New Synthesis of 6,6'-Dimethyl-2,2'-bipyridine by Coupling of 2-Bromo-6-methylpyridine with Raney-Nickel as Reagent
Rode, Thomas,Breitmaier, Eberhard
, p. 574 - 575 (1987)
A new reaction of 2-bromo-6-methylpyridine 1 is described.Compound 1, when refluxed in dry toluene with a stochiometric amount of thoroughly dried and degassed Raney-Nickel, yields 6,6'-dimethyl-2,2'-bipyridine-N,N'-nickel dibromide 2.Subsequent hydrolysis of 2 (water), followed by extraction (chloroform) and crystallization from ligroine gives the desired ligand 3, 6,6'-dimethyl-2,2'-bipyridine, a useful reagent in the synthesis of polypyridines and related macrocyclic compounds.
Na2(smbipy) - A bipyridine-derived ligand with chelating sulfonate tags and its 3d metal complexes
Oelkers, Benjamin
, p. 5838 - 5848 (2014)
The sulfonated bipyridine derivative disodium 6,6′-bis(sulfonatomethyl)-2,2′-bipyridine [Na2(smbipy)] was synthesized, and its complexation behaviour towards divalent 3d metals in aqueous solution was explored. The complexes of late 3d metals [M(smbipy)(H2O)2]·H2O (M = Co, Ni, Zn) and [Cu(smbipy)(H2O)] are sparingly soluble in water, and their crystal structures show fourfold equatorial coordination (κ4N,N',O,O') of the smbipy ligand. Ammonia-rich solutions of the NiII and CuII aqua complexes yield the decomplexation products [Ni(NH3)6](smbipy), [Ni(NH3)5(H2O)](smbipy) and [Cu(NH3)4](smbipy)·2H2O. Buffered solutions with a reduced ammonia content lead to [Ni(smbipy)(NH3)2] and [Cu(smbipy)(NH3)3]·2H2O, and the latter shows twofold coordination of the smbipy ligand through the nitrogen atoms only (κ2N,N'). When nearly quantitative amounts of ammonia are applied, two closely related complexes with the core motif [(smbipy)Cu(μ-OH)2Cu] form. Crystal structures of all complexes were obtained, and their features are discussed.
Synthesis and characterization of new binaphthyl-linked phenanthroline-, bipyridine-, or pyridine-derived ligands, and the study of their cytotoxic activity
Beynek, Nesrin,Ulucam, Gueherguel,Benkli, Kadriye,Koparal, Ayse Tansu
, p. 2089 - 2096 (2008)
In the present work, we describe the synthesis and characterization of five new versatile acyclic or macrocyclic ligands containing binaphthyl-linked pyridine, bipyridine, or phenanthroline groups in their framework (see Schemes 1-4). The structures of the ligands were elucidated on the basis of elemental analyses, IR, 1H-NMR, 13C-NMR, and FAB mass spectra. The cytotoxicity of these compounds was tested in vitro by using the tetrazolium salt reduction (MTT) assay on A549 (human lung carcinoma epithelial like) cells. All of the tested compounds induced time- and concentration-dependent cytotoxic effect.
Structure and DNA cleavage properties of two copper(ii) complexes of the pyridine-pyrazole-containing ligands mbpzbpy and Hmpzbpya
Maheswari, Palanisamy Uma,Lappalainen, Kristian,Sfregola, Michael,Barends, Sharief,Gamez, Patrick,Turpeinen, Urho,Mutikainen, Ilpo,Van Wezel, Gilles P.,Reedijk, Jan
, p. 3676 - 3683 (2007)
The DNA-cleavage properties of the two copper(ii) complexes, [Cu(mbpzbpy)Br2](H2O)2.5 (1) and [Cu(mpzbpya)Cl](CH3OH) (2), obtained from the ligands 6,6′-bis(3,5-dimethyl-N-pyrazolmethyl)-2,2′-bipyridine) (mbpzbpy) and 6′-(3,5-dimethyl-N-pyrazolmethyl)-2,2′-bipyridine-6-carboxylic acid) (Hmpzbpya), respectively, are reported. Upon coordination to Cu II chloride in methanol, one arm of the ligand mbpzbpy is hydrolyzed to form mpzbpya. Under the same experimental conditions, the reaction of mbpzbpy with CuBr2 does not lead to ligand hydrolysis. The ligand mpzbpya is coordinated to a copper(ii) ion generating a CuN3OCl chromophore, resulting in a distorted square-pyramidal environment, whereas with the N 4 mbpzbpy ligand, the CuII ion is four-coordinated in a distorted square planar geometry. Both complexes promote the oxidative DNA cleavage of X174 phage DNA in the absence of reductant. The oxidative nature of the DNA cleavage reaction has been confirmed by religation and cell-transformation experiments. Studies using standard radical scavengers suggest the involvement of hydroxyl radicals in the oxidative cleavage of DNA. Although both compounds do convert form I (supercoiled) DNA to form II (nicked, relaxed form), only complex 1 is able to produce small amounts of form III (linearized DNA). This observation may be explained either by the attack of the copper(ii) complexes to only one single strand of DNA, or by a single cleavage event. Statistical analysis of relative DNA quantities present after the treatment with both copper(ii) complexes supports a random mode of DNA cleavage. This journal is The Royal Society of Chemistry.
Tris(2-pyridyl) Bismuthines: Coordination Chemistry, Reactivity, and Anion-Triggered Pyridyl Coupling
álvarez, Celedonio M.,Bond, Andrew D.,García-Rodríguez, Raúl,García-Romero, álvaro,Miguel, Daniel,Plajer, Alex J.,Wright, Dominic S.
, p. 7103 - 7116 (2020)
A series of new tris(2-pyridyl) bismuthine ligands of the type [Bi(2-py′)3] have been prepared, containing a range of substituents at various positions within their pyridyl rings (py′). They can act as intact ligands or, as a result of the low C-Bi bond energy, exhibit noninnocent reactivity in the presence of metal ions. Structural studies of Li+ and Ag+ complexes show that the coordination to metal ions using their pyridyl-N atoms and to anions using the Lewis acidity of their Bi(III) centers can be modified by the presence of substituents within the 2-pyridyl rings, especially at the 6- or 3-positions, which can block the donor-N or Lewis acid Bi sites. Electron withdrawing groups (like CF3 or Br) can also severely reduce their ability to act as ligands to metal ions by reducing the electron donating ability of the pyridyl-N atoms. Noninnocent character is found in the reactions with Cu+ and Cu2+, resulting in the coupling of pyridyl groups to form bipyridines, with the rate of this reaction being dependent on the anion present in the metal salts. This leads to the formation of Bi(III)/Cu(I) complexes containing hypervalent [X2Bi(2-R-py)]- (X = Cl, Br) anions. Alternatively, the tris(2-pyridyl) bismuthine ligands can act as 2-pyridyl transfer reagents, transferring 2-py groups to Au(I) and Fe(II).
6,6'-Dimethyl-2,2'-bipyridyl
Senguel, Abdurrahman,Hursthouse, Michael B.,Coles, Simon J.,Gillard, Robert D.
, p. 661 - 662 (1998)
In the solid state, the novel ligand 6,6'-dimethyl-2,2'-bipyridyl (dmbp), C12H12N2, is a planar centrosymmetric molecule in which the pyridyl N atoms have a transoid arrangement, by virtue of the symmetry.
Anticancer Agent with Inexplicable Potency in Extreme Hypoxia: Characterizing a Light-Triggered Ruthenium Ubertoxin
Barrett, Patrick C.,Cameron, Colin G.,Cole, Houston D.,Hodges, Rachel O.,Lifshits, Liubov M.,Mcfarland, Sherri A.,Ramasamy, Elamparuthi,Roque, John A.,Shi, Ge
supporting information, (2021/12/17)
Tumor hypoxia renders treatments ineffective that are directly (e.g., radiotherapy and photodynamic therapy) or indirectly (e.g., chemotherapy) dependent on tumor oxygenation. This study introduces a ruthenium compound as a light-responsive anticancer agent that is water-soluble, has minimal dark cytotoxicity, is active at concentrations as low as 170 pM in ～18.5% O2normoxia and near 10 nM in 1% O2hypoxia, and exhibits phototherapeutic indices as large as >500,000 in normoxia and >5,800 in 1% O2hypoxia using broadband visible and monochromatic blue light treatments. These are the largest values reported to date for any compound class. We highlight the response in four different cell lines to improve rigor and reproducibility in the identification of promising clinical candidates.
Self-assembled bilayers as an anchoring strategy: Catalysts, chromophores, and chromophore-catalyst assemblies
Wang, Lei,Polyansky, Dmitry E.,Concepcion, Javier J.
supporting information, p. 8020 - 8027 (2019/06/13)
Anchoring strategies for immobilization of molecular catalysts, chromophores, and chromophorecatalyst assemblies on electrode surfaces play an important role in solar energy conversion devices such as dyesensitized solar cells and dye-sensitized photoelectrosynthesis cells. They are also important in interfacial studies with surface-bound molecules including electron-transfer dynamics and mechanistic studies related to small molecule activation catalysis. Significant progress has been made in this area, but many challenges remain in terms of stability, synthetic complexity, and versatility. We report here a new anchoring strategy based on selfassembled bilayers. This strategy takes advantage of noncovalent interactions between long alkyl chains chemically bound to a metal-oxide electrode surface and long alkyl chains on the molecule being anchored. The new methodology is applicable to the heterogenization of both catalysts and chromophores as well as to the in situ "synthesis" of chromophore-catalyst assemblies on the electrode surface.
