3998-90-1Relevant articles and documents
D3h-Symmetric Porphyrin-Based Rigid Macrocyclic Ligands for Multicofacial Multinuclear Complexes in a One-Nanometer-Sized Cavity
Ohkoda, Yohei,Asaishi, Akane,Namiki, Tomoya,Hashimoto, Tomoaki,Yamada, Midori,Shirai, Koichiro,Katagami, Yuta,Sugaya, Tomoaki,Tadokoro, Makoto,Satake, Akiharu
, p. 11745 - 11756 (2015)
The one-step synthesis of D3h-symmetric cyclic porphyrin trimers 1 composed of three 2,2′-[4,4′-bis(methoxycarbonyl)]bipyridyl moieties and three porphyrinatozinc moieties was achieved from a nickel-mediated reductive coupling of meso-5,15-bis(6-chloro-4-methoxycarbonylpyrid-2-yl)porphyrinatozinc. Although cyclic trimers 1 were obtained as a mixture that included other cyclic and acyclic porphyrin oligomers, an extremely specific separation was observed only for cyclic trimers 1 when using columns of silica gel modified with pyrenylethyl, cyanopropyl, and other groups. Structural analysis of cyclic trimers 1 was carried out by means of NMR spectroscopy and X-ray crystallography. Treatment of an η3-allylpalladium complex with a cyclic trimer gave a tris(palladium) complex containing three η3-allylpalladium groups inside the space, which indicated that the bipyridyl moieties inside the ring could work as bidentate metalloligands. Separation anxiety: Chromatography on a cyanopropyl-modified column supplied a cyclic porphyrin trimer efficiently from a mixture of acyclic and cyclic oligomers (see scheme; cod=1,5-cyclooctadiene, bpy=2,2′-bipyridyl). Treatment of an η3-allylpalladium complex with the cyclic trimer gives a tris(palladium) complex, which indicates that the cyclic trimer is a versatile macrocyclic ligand for multicofacial multimetallic complexes.
Construction and functionalization of fused pyridine ring leading to novel compounds as potential antitubercular agents
Dulla, Balakrishna,Wan, Baojie,Franzblau, Scott G.,Kapavarapu, Ravikumar,Reiser, Oliver,Iqbal, Javed,Pal, Manojit
, p. 4629 - 4635 (2012/07/31)
A series of fused and functionalized pyridine derivatives were designed, synthesized and tested for their potential antitubercular properties. All these novel compounds were prepared by using multistep methods involving the construction of pyridine ring as a key synthetic step. Some of these compounds were found to be interesting when tested for their antitubercular properties in vitro and one of them appeared as an attractive and potential antitubercular agent.
6,6′-Dimethyl-2,2′-bipyridine-4-ester: A pivotal synthon for building tethered bipyridine ligands
Havas, Fabien,Leygue, Nadine,Danel, Mathieu,Mestre, Béatrice,Galaup, Chantal,Picard, Claude
experimental part, p. 7673 - 7686 (2009/12/06)
We describe an efficient and scalable synthesis of 4-carbomethoxy-6,6′-dimethyl-2,2′-bipyridine starting from easily available substituted 2-halopyridines and based on the application of modified Negishi cross-coupling conditions. This compound is a versatile starting material for the synthesis of 4-functionalized 2,2′-bipyridines bearing halide, alcohol, amine, and other functionalities, suitable for conjugation to biological material (2a-c, 3a-g). The utility of this compound in the construction of more complex architectures was further demonstrated by the synthesis of two bifunctional lanthanide chelators; an open chain ligand based on one 2,2′-bipyridine unit and a cryptand based on three 2,2′-bipyridine units [N2(bpy)3COOMe]. In the field of luminophoric biolabels, the photophysical properties of the corresponding Eu(III) cryptate are reported.