173960-45-7Relevant articles and documents
Facile synthesis of 6-aryl-3-pyridyl-1,2,4-triazines as a key step toward highly fluorescent 5-substituted bipyridines and their Zn(II) and Ru(II) complexes
Kozhevnikov, Valery N.,Shabunina, Olga V.,Kopchuk, Dmitry S.,Ustinova, Maria M.,K?nig, Burkhard,Kozhevnikov, Dmitry N.
, p. 8963 - 8973 (2008/12/22)
A wide series of substituted bipyridines were obtained through the synthesis of 1,2,4-triazines and their aza Diels-Alder reactions. The reported method facilitates the synthesis of functionally diverse bipyridines that provides fine-tuning of photophysical properties of new ligands and their Zn(II) and Ru(II) complexes. Some of substituted bipyridines exhibit 'off-on' fluorescence response toward Zn2+ cations.
Purines bearing phenanthroline or bipyridine ligands and their RuII complexes in position 8 as model compounds for electrochemical DNA labeling - Synthesis, crystal structure, electrochemistry, quantum chemical calculations, cytostatic and antiviral activity
Vrabel, Milan,Hocek, Michal,Havran, Ludek,Fojta, Miroslav,Votruba, Ivan,Klepetarova, Blanka,Pohl, Radek,Rulisek, Lubomir,Zendlova, Lucie,Hobza, Pavel,Shih, I.-Hung,Mabery, Eric,Mackman, Richard
, p. 1752 - 1769 (2008/02/06)
A series of ethynyl- or (4-boronophenyl)bipyridines and -phenanthrolines were prepared as versatile building blocks for attachment of bidentate N-ligands to other molecules via cross-coupling reactions. Their complexation with Ru(bpy)2-Cl2 gave the corresponding RuII complexes. 9-Benzyladenine derivatives bearing the bipyridine or phenanthroline complexes in position 8, attached via a conjugate acetylene or phenylene linker were prepared by cross-coupling reactions of the ethynyl- or 4-boronophenylbipyridines and -phenanthrolines with 9-benzyl-8-bromoadenine. Their complexation with Ru(bpy)2Cl2 afforded the corresponding Ru complexes as model compounds for electrochemical DNA labeling. The same compounds were also prepared directly by cross-coupling of 9-benzyl-8-bromoadenine with Ru complexes of the alkynes and boronic acids. Both approaches are compared in terms of potential applications for labeling of nucleic acids. The crystal structures of two Ru complexes were determined by X-ray diffraction. The electrochemistry of the model purines bearing the phenanthroline or bipyridine ligands and the Ru complexes was studied by means of cyclic or square-wave voltammetry with carbon paste and mercury electrodes. The experimental redox potentials of the title compounds were compared with quantum chemical calculations. A very good agreement between experiment and theory was obtained, with a standard deviation of 0.13 V. It was shown that theoretical calculations can be of a limited predictive power for new Ru II complexes, though it was difficult to reproduce differences smaller than 0.05 V. Several compounds of this series exhibited a considerable cytostatic effect and activity against the hepatitis C virus (HCV). Wiley-VCH Verlag GmbH & Co. KGaA, 2007.
An efficient route to 5-(hetero)aryl-2,4′- and 2,2′-bipyridines through readily available 3-pyridyl-1,2,4-triazines
Kozhevnikov, Valery N.,Kozhevnikov, Dmitry N.,Shabunina, Olga V.,Rusinov, Vladimir L.,Chupakhin, Oleg N.
, p. 1791 - 1793 (2007/10/03)
A new route to substituted bipyridines based on a new method for the synthesis of substituted 3-pyridyl-1,2,4-triazines and their aza-Diels-Alder reactions is shown to be an efficient strategy for the preparation of structurally diverse bipyridine ligands.
