- One-step synthesis of 4,4′-dicyano-2,2′-bipyridine and its bis(4,4′-di-tert-butyl-2,2′-bipyridine)ruthenium(II) complex
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This report describes a new route for the fast, economical and effective one-step synthesis and facile workup procedure of 4,4′-dicyano-2,2′- bipyridine (dnbpy) and its corresponding ruthenium complexes. The complex [(tbbpy)2Ru(dnbpy)]-PF6)2 was prepared for the first time (tbbpy = 4,4′-di-tert-butyl-2,2′-bipyridine) and the solid-state molecular structure was investigated with the help of a single-crystal X-ray analysis. The influence of the dnbpy ligand on the metal-to-ligand charge-transfer (MLCT) processes of the complex was studied. The compound shows two absorption maxima in the MLCT region of the UV/Vis spectrum at 418 and 510 nm and the emission is 116 nm redshifted in comparison to that of [(tbbpy)3Ru](PF6)2. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
- Losse, Sebastian,Goerls, Helmar,Groarke, Robert,Vos, Johannes G.,Rau, Sven
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- Syntheses and structures of isomeric diaminotriazinyl-substituted 2,2′-bipyridines and 1,10-phenanthrolines
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Isomeric 2,2′-bipyridines 4a-6a and 1,10-phenanthrolines 7a-9a with two diaminotriazinyl (DAT) substituents were synthesized to explore their dual ability to direct association by the chelation of metals and the characteristic hydrogen bonding of DAT groups. Crystals of compounds 4a-6a and 7a-9a were grown under diverse conditions, and their structures were solved by X-ray crystallography. Analysis revealed multiple shared features analogous to those observed in the structures of simpler DAT-substituted pyridines 1-3. For example, the bipyridines and phenanthrolines favor flattened conformations except in the cases of compounds 8a and 9a, where the patterns of substitution prevent the DAT groups from lying in the plane of the phenanthroline core. As expected, the DAT groups form approximately coplanar hydrogen bonds according to standard motifs I-III, which play a key role in directing molecular organization. However, the structures of simple pyridines 1-3, which favor efficiently packed chains and sheets, differ predictably from those of bipyridines 4a-6a and phenanthrolines 7a-9a in two ways: (1) The larger number of DAT groups in compounds 4a-9a typically leads to complex three-dimensional networks held together by a larger number of hydrogen bonds per molecule, and (2) the need to respect multiple directional interactions prevents compounds 4a-9a from forming closely packed structures, and significant quantities of guests are included. Together, these observations confirm the effectiveness of incorporating special groups such as DAT within more complex molecular structures to control association according to reliable patterns. Bipyridines 4a-6a and phenanthrolines 7a-9a promise to be particularly rich sources of new supramolecular chemistry because they have well-defined molecular topologies and a dual ability to direct association by chelating metals and by engaging in multiple hydrogen bonds according to reliable patterns.(Figure Presented)
- Duong, Adam,Maris, Thierry,Lebel, Olivier,Wuest, James D.
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- A Systematic Study of the Effects of Complex Structure on Aryl Iodide Oxidative Addition at Bipyridyl-Ligated Gold(I) Centers
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A combined theoretical and experimental approach has been used to study the unusual mechanism of oxidative addition of aryl iodides to [bipyAu(C2H4)]+ complexes. The modular nature of this system allowed a systematic assessment of the effects of complex structure. Computational comparisons between cationic gold and the isolobal (neutral) Pd0 and Pt0 complexes revealed similar mechanistic features, but with oxidative addition being significantly favored for the group 10 metals. Further differences between Au and Pd were seen in experimental studies: studying reaction rates as a function of electronic and steric properties showed that ligands bearing more electron-poor functionality increase the rate of oxidative addition; in a complementary way, electron-rich aryl iodides give faster rates. This divergence in mechanism compared to Pd suggests that Ar?X oxidative addition with Au can underpin a broad range of new or complementary transformations.
- Bower, John F.,Cadge, Jamie A.,Russell, Christopher A.
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supporting information
p. 24976 - 24983
(2021/10/20)
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- MANUFACTURING METHOD OF BIPYRIDYL COMPOUND
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PROBLEM TO BE SOLVED: To provide various bipyridyl compounds by a reaction less in process number with a relief condition and short time. SOLUTION: A compound represented by the general formula, where Y represents a hydrogen atom or a nitrogen atom, R1 represents a cyano group, a halogen atom, an alkyl group which may be substituted, an alkoxy group which may be substituted, an aryl group which may be substituted, a heteroaryl group which may be substituted or a silyl group which may be substituted, n represents an integer of 0 to 4 and 2 R1 binding same benzene ring may bind each other to form a ring when n is 2 or more. SELECTED DRAWING: None COPYRIGHT: (C)2017,JPOandINPIT
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Paragraph 0083; 0090; 0091
(2017/09/16)
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- S-adenosylmethionine decarboxylase inhibitors: New aryl and heteroaryl analogues of methylglyoxal bis(guanylhydrazone)
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A series of 3-acylbenzamidine (amidino)hydrazones 7a-h, the corresponding (hetero)aromatic congeners 7i-p, and 3,3'-bis-amidino-biaryls 25a-e were synthesized. The hydrazones 7a-p were prepared by conversion of the corresponding acyl nitriles 1a,c-d,i,n-p to the imido esters 3a,c-d,i and the amidines 5a,c-d,h-i, followed by a reaction with aminoguanidine, or vice versa. Similarly, the biaryl 3,3'-dinitriles 23a-e were converted, via the imino esters 24a-c or the imino thioesters 27d-e, to the diamidines 25a-e. These new products are conformationally constrained analogues of methylglyoxal bis(guanylhydrazone) (MGBG). They are up to 100 times more potent as inhibitors of rat liver S-adenosylmethionine decarboxylase (SAMDC) and generally less potent inhibitors of rat small intestine diamine oxidase (DAO) than MGBG. Some of these SAMDC inhibitors, e.g., compounds 7a, 7e, 7i, 25a, and 25d, have shown antiproliferative effects against T24 human bladder carcinoma cells. These products, whose structure-activity relationships are discussed, are of interest as potential anticancer agents and drugs for the treatment of protozoal and Pneumocystis carinii infections.
- Stanek,Caravatti,Capraro,Furet,Mett,Schneider,Regenass
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- Bipyridine compounds
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Compounds of formula I STR1 wherein X1, X2, X3, X4, X5, X6, Y, Z and R1 -R4 are as defined in the description, have valuable pharmaceutical properties and are especially active against tumours. They are prepared in a manner known per se.
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- Bipyridinedicarbonitrile complexes of molybdenum and tungsten
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The preparation of cis- (biL denotes 2,2'-bipyridine-x,x'-dicarbonitrile, x,x'=4,5) is reported.Reaction of these complexes with produces .The synthesis of (biL, x,x'=5) is also reported.The ligands and complexes have characterised by spectroscopy (IR, electronic absorption, NMR) and microanalysis.The synthesis of biL is significantly assited by ultrasonication.
- Baxter, Paul N.W.,Connor, Joseph A.
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p. 193 - 196
(2007/10/02)
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