1762-34-1Relevant articles and documents
Efficient homo-coupling reactions of heterocyclic aromatic bromides catalyzed by Pd(OAc)2 using indium
Lee, Kooyeon,Lee, Phil Ho
, p. 4302 - 4305 (2008)
Homo-coupling reactions of heterocyclic aromatic bromides smoothly proceeded with cat-Pd(OAc)2, indium, and LiCl in DMF to afford exclusively symmetric biaryls possessing heterocyclic aromatic ring in good to excellent yields.
Modified bipyridines: 5,5'-Diamino-2,2'-bipyridine metal complexes assembled into multidimensional networks via hydrogen bonding and π-π stacking interactions
Janiak, Christoph,Deblon, Stephan,Wu, He-Ping,Kolm, Mario J.,Klüfers, Peter,Piotrowski, Holger,Mayer, Peter
, p. 1507 - 1521 (1999)
A new synthetic route for the synthesis of 5,5'-diamino-2,2-bipyridine (5) based on the coupling of 2-chloro-5-aminopyridine in the presence of NiCl2 x 6 H2O/PPh3/Zn in dimethylformamide is described The reactions of the p
Spectroscopic, structural and DFT studies of luminescent Pt(II) and Ag(I) complexes with an asymmetric 2,2′-bipyridine chelating ligand
?engül, Abdurrahman,Acar-Sel?uki, Nursel,Coles, Simon J,Pekdemir, Fatih,Y?lmaz, ?smail
, (2021)
A new unsymmetrically substituted 2,2′-bipyridine ligand, 5-methyl-5′-carbomethoxy-2,2′-bipyridine (L) was isolated from the dry distillation of the copper(II) complex, mono-aqua-bis(trans-5-methyl-pyridine-2-carboxylato-N,O)copper(II). The ligand was fully characterized. The spectroscopic and single-crystal X-ray diffraction (SCXRD) studies of the coordination compounds of the ligand with platinum(II) and silver(I); cis-Pt(L)Cl2 (1) and [Ag(L)2]PF6 (2), respectively are reported. In 1, the Pt centre coordinates to tertiary N atoms of the ligand and two chloride ions to form a neutral square-planar coordination sphere, while in 2, the Ag(I) centre is coordinated by two ligands through N atoms to generate a cationic flattened tetrahedron geometry in which two mean planes intersect each other at 50.93°. The pyridine rings are nearly coplanar as revealed by the torsion angle of N2-C7-C6-N1 1.32(5)°. In both complexes, L acts as a chelating ligand through pyridyl N atoms. In 1, the molecular units are stacked in a head-to-tail fashion with a Pt···Pt separation of 3.5 ?. Supramolecular self-assembly of the molecular units by extensive intermolecular contacts through C?H···Cl and C?H···O between the adjacent units results in an infinite two-dimensional flattened-out herringbone structure in the crystalline state. In 2, the molecular units are interconnected with each other by C?H···O contacts between the adjacent units running parallel to each other. Both complexes are fluorescent in solution and have emission maxima in the UV-Vis regions, which is a very important property for optoelectronic applications. DFT (density functional theory) and TD-DFT (time-dependent-DFT) calculations were performed at B3LYP/6-311+G(d,p)/LANL2DZ level to explore structural, electronic, and spectroscopic properties to compare with the experimental results. The molecular orbitals (MOs) were carried out with DFT at the same level.
Dehydrogenative Synthesis of 2,2′-Bipyridyls through Regioselective Pyridine Dimerization
Yamada, Shuya,Kaneda, Takeshi,Steib, Philip,Murakami, Kei,Itami, Kenichiro
supporting information, p. 8341 - 8345 (2019/04/30)
2,2′-Bipyridyls have been utilized as indispensable ligands in metal-catalyzed reactions. The most streamlined approach for the synthesis of 2,2′-bipyridyls is the dehydrogenative dimerization of unfunctionalized pyridine. Herein, we report on the palladium-catalyzed dehydrogenative synthesis of 2,2′-bipyridyl derivatives. The Pd catalysis effectively works with an AgI salt as the oxidant in the presence of pivalic acid. A variety of pyridines regioselectively react at the C2-positions. This dimerization method is applicable for challenging substrates such as sterically hindered 3-substituted pyridines, where the pyridines regioselectively react at the C2-position. This reaction enables the concise synthesis of twisted 3,3′-disubstituted-2,2′-bipyridyls as an underdeveloped class of ligands.
