3682-35-7Relevant articles and documents
Catalytic trimerization of 2- and 4-cyanopyridine isomers to the triazine derivatives in presence of magnesium phthalocyanine
Janczak, Jan,?led?, Ma?gorzata,Kubiak, Ryszard
, p. 71 - 79 (2003)
The crystals of 2,4,6-tris(2-pyridyl)-1,3,5-triazine and 2,4,6-tris(4-pyridyl)-1,3,5-triazine isomers have been obtained by a catalytic trimerization of 2- and 4-cyanopyridine in presence of magnesium phthalocyanine. For the 2,4,6-tris(2-pyridyl)-1,3,5-triazine isomer there are two possible conformations that differ in the positions of the N atoms in pyridine rings in relation to the triazine ring. These conformations differ by ~11.30 kJ mol-1 as shown by the molecular orbital calculations. The 2,4,6-tris(2-pyridyl)-1,3,5-triazine crystallises in the centrosymmetric space group of the triclinic system, while the 2,4,6-tris(4-pyridyl)-1,3,5-triazine isomer crystallises in the C2/c space group of monoclinic system. The 2,4,6-tris(2-pyridyl)-1,3,5-triazine molecule is non-planar in the crystal, due to the steric effect of lone-pair electron at the N atom in both pyridine and triazine rings is non-planar. The repulsive interaction between the lone-pair electron is the reason for the rotation of the pyridine rings along the C-C bonds. The pyridine rings in the 2,4,6-tris(4-pyridyl)-1,3,5-triazine molecule are not coplanar with the central triazine ring. The arrangement of molecules in both crystals is mainly determined by the π-π intermolecular interactions. The X-ray geometry of both molecules in the solid-state is compared with the gas-phase geometry obtained by the ab initio molecular orbital calculations.
2,4,6-tris(2-pyridyl)-1,3,5-triazine
Drew, Michael G. B.,Hudson, Michael J.,Iveson, Peter B.,Russell, Mark L.,Madic, Charles
, p. 985 - 987 (1998)
Molecules of the title compound, C18H12N6, were significantly distorted from planarity, with the three least-squares mean planes of the pyridine rings twisted from the plane of the central triazine ring by 15.7 (1), 33.8 (1) and 19.8 (1)°.
N-TYPE SEMICONDUCTOR, AND ORGANIC PHOTOELECTRIC DEVICE, IMAGE SENSOR, AND ELECTRONIC DEVICE INCLUDING THE SAME
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Paragraph 0249-0251, (2021/05/14)
Disclosed are an n-type semiconductor including compound represented by Chemical Formula 1 or Chemical Formula 2, an image sensor, and an electronic device. In Chemical Formula 1 and Chemical Formula 2, each substituent is as defined in the detailed description.
Novel synthesis of 2,4-bis(2-pyridyl)-5-(pyridyl)imidazoles and formation of N-(3-(pyridyl)imidazo[1,5-a]pyridine)picolinamidines: nitrogen-rich ligands
Fulwa, Vijendra Kumar,Sahu, Rojalin,Jena, Himanshu Sekhar,Manivannan, Vadivelu
experimental part, p. 6264 - 6267 (2010/01/11)
Heating a neat 1:2 mixture of 2-picolylamine and 2-cyanopyridine followed by treatment of the resultant red gummy substance with aqueous KOH resulted in the isolation of 2,4,5-tris(2-pyridyl)imidazole (1a) as the major product and N-(3-(2-pyridyl)imidazo[
Ruthenium complexes of easily accessible tridentate ligands based on the 2-aryl-4,6-bis(2-pyridyl)-s-triazine motif: Absorption spectra, luminescence properties, and redox behavior
Polson, Matthew I. J.,Medlycott, Elaine A.,Hanan, Garry S.,Mikelsons, Larisa,Taylor, Nick J.,Watanabe, Masashi,Tanaka, Yasutaka,Loiseau, Frederique,Passalacqua, Rosalba,Campagna, Sebastiano
, p. 3640 - 3648 (2007/10/03)
A family of tridendate ligands 1a-e, based on the 2-aryl-4,6-di(2-pyridyl)- s-triazine motif, was prepared along with their hetero- and homoleptic Ru II complexes 2a-e ([Ru(tpy)(1a-e)]2+; tpy = 2,2′:6′,2″-ter-pyridine) and 3a-e ([(Ru(1a-e) 2]2+), respectively. The ligands and their complexes were characterized by 1H NMR spectroscopy, ES-MS, and elemental analysis. Single-crystal X-ray analysis of 2a and 2e demonstrated that the triazine core is nearly coplanar with the non-coordinating ring, with dihedral angles of 1.2 and 18.6°, respectively. The redox behavior and electronic absorption and luminescence properties (both at room temperature in liquid acetonitrile and at 77 K in butyronitrile rigid matrix) were investigated. Each species undergoes one oxidation process centered on the metal ion, and several (three for 2a-e and four for 3a-e) reduction processes centered on the ligand orbitals. All compounds exhibit intense absorption bands in the UV region, assigned to spin-allowed ligand-centered (LC) transitions, and moderately intense spin-allowed metal-to-ligand charge-transfer (MLCT) absorption bands in the visible region. The compounds exhibit relatively intense emissions, originating from triplet MLCT levels, both at 77 K and at room temperature. The incorporation of triazine rings and the near planarity of the noncoordinating ring increase the luminescence life-times of the complexes by lowering the energy of the 3MLCT state and creating a large energy gap to the dd state.
Novel cycloaddition of nitriles with monolithio- and dilithiobutadienes
Chen, Jinglong,Song, Qiuling,Wang, Congyang,Xi, Zhenfeng
, p. 6238 - 6239 (2007/10/03)
Two novel and synthetically useful reaction patterns of organolithium compounds with nitriles are reported to afford pyridine derivatives as the final products. Both 1-lithio-1,3-dienes and 1,4-dilithio-1,3-dienes, which can be easily generated in situ by lithiation of their corresponding iodo compounds, react with nitriles in the presence of HMPA to form substituted pyridines including 2,2′-bipyridines and tetrahydroisoquinolines in high yields. Copyright
Lanthanide(III) Ion Catalyzed Reaction of Ammonia and Nitriles: Synthesis of 2,4,6-Trisubstituted-s-triazines
Forsberg, John H.,Spaziano, Vincent T.,Klump, Stephen P.,Sanders, Kathleen M.
, p. 767 - 770 (2007/10/02)
Lanthanum and yttrium trifluoromethanesulfonates at 1 mole percent concentration, have been found to catalyze a reaction between ammonia and aromatic nitriles to yield symmetrically substituted 2,4,6-triaryl-s-triazines.The generally high yields and relatively mild reaction conditions of this procedure suggest it as an alternative to other aromatic nitrile cyclotrimerization reactions.Of the aliphatic nitriles studied, acetonitrile and cyclopropanecarbonitrile gave good yields of triazine, propionitrile and butyronitrile gave significantly reduced yields of triazines 3b and3c respectively.Rearrangement of 3a and 3b to alkylated-4-aminopyrimidines was observed.