97634-83-8Relevant academic research and scientific papers
Highly efficient and economic synthesis of new substituted amino-bispyridyl derivatives via copper and palladium catalysis
Gaillard, Sylvain,Elmkaddem, Mohammed Kamal,Fischmeister, Cédric,Thomas, Christophe M.,Renaud, Jean-Luc
, p. 3471 - 3474 (2008/09/21)
A convenient route for the synthesis of a variety of amino-bispyridyl compounds is introduced. Bispyridylamines were prepared in three steps from commercially available 2,6-dibromopyridine, via a copper mediated alkylation followed by two consecutive N-arylation reactions catalyzed by copper and palladium, respectively.
Synthesis of new dipyridinylamine and dipyridinylmethane ligands and their coordination chemistry with Mg(II) and Zn(II)
Zheng, Zhanjiang,Elmkaddem, Mohammed Kamal,Fischmeister, Cedric,Roisnel, Thierry,Thomas, Christophe M.,Carpentier, Jean-Francois,Renaud, Jean-Luc
experimental part, p. 2150 - 2158 (2009/03/11)
Sterically hindered, symmetrically 2,2′-substituted bispyridylamines 1a-c and methylene-bispyridine 4 were prepared in a three-step procedure from commercially available 2,6-dibromopyridine, via a Cu-mediated alkylation followed by two consecutive Buchwald-Hartwig N-arylation reactions or two Negishi cross-coupling reactions, respectively, in the presence of Pd catalysts. Deprotonation of the NH and CH2 bridge of 1a and 4, respectively, enables the formation of Zn(II) and Mg(II) complexes, whose structures have been determined by single-crystal diffraction studies and/or NMR spectroscopy. A magnesium-isopropyl complex stabilized by a bispyridyldiiminate ligand derived from 4 is shown to be an active catalyst for the isotactic polymerization of methyl methacrylate. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2008.
DISSYMMETRY OF CERTAIN SUBSTITUTED DIPYRIDOTETRAAZAPENTALENES
Pereira, David E.,Clauson, Gary L.,Leonard, Nelson J.
, p. 4931 - 4946 (2007/10/02)
In a two-step synthesis from staring amines, a series of compounds has been prepared in which steric crowding (1b,c,d,f) was introduced into the "bay region" of pyridoimidazoimidazopyridine (1a).This forces the tetracyclic ring system into non-planarity.Two hexa-heterohelicenes 2a and b were prepared that incorporate the 1,3,4,6-tetraazapentalene ring system and provide molecular crowding in the "bay region" due to the terminal rings, which similarly distort the hexacyclic ring system from planarity.Single crystal X-ray structure determinations revealed that the compounds (1b,c,d,f,2a and b) exist as enantiomeric pairs in the crystalline state.
Reaction of Ketone Enolates with 2,4-Dichloropyrimidine. A Novel Pyrimidine to Pyridine Interconversion
Bell, Harold M.,Carver, David R.,Hubbard, James S.,Sachdeva, Yesh P.,Wolfe, James F.,Greenwood, Thomas D.
, p. 3442 - 3444 (2007/10/02)
Treatment of 2,4-dichloropyrimidine (1) with a series of ketone potassium enolate in liquid NH3 results in a novel ring transformation leading to the formation of 6-(cyanamino)pyridines (8a-c).An SN(ANRORC) mechanism initiated by nucleophilic addition of the enolate to C6 of 1 is proposed.The pyrimidine-pyridine transformation involves displacement of the N1-C2-N3 portion of pyrimidine with a C-C-N moiety, where the enolate contributes the C-C fragment while NH3 is shown, using 15N-labeled NH3, to be the N donor.
