2-Acetylbenzimidazole phthalazin-1-ylhydrazone and its complexes with transition metals

Crystal structure of 2-acetylbenzimidazole 1′-phthalazinylhydrazone

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Using X-ray diffraction study of acetylbenzimidazole 2-acetylbenzimidazole 1'-phthalazinylhydrazone we confirmed that this compounds exists as the phthalazonehydrazone tautomer, as was suggested earlier on the basis of IR and NMR spectroscopy and quantum-chemical calculations.In [1] we have published the results of physicochemical and theoretical studies on the structure and complexing ability of the 2-acetylbenzimidazole 1'-phthalazinylhydrazone (I). On the basis of IR and NMR spectroscopy and quantum-chemical calculations in nonempirical approximation within the density functional theory (DFT) framework we suggested that the compound existed predominantly as the phthalazonehydrazone tautomer [2,3].

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“…In [1] we have published the results of physicochemical and theoretical studies on the structure and complexing ability of the 2-acetylbenzimidazole 1'-phthalazinylhydrazone (I). On the basis of IR and NMR spectroscopy and quantum-chemical calculations in nonempirical approximation within the density functional theory (DFT) framework we suggested that the compound existed predominantly as the phthalazonehydrazone tautomer [2,3].…”

“…The hydrazone is in the phthalazone tautomeric form. The conformation of the molecule corresponds to the structure Ib given in [1], which, according to calculations, is only by 0.45 kcal mol -1 less stable than the most stable conformation corresponding to the 180° rotation about the C 9 -N 4 bond [1]. The stabilization of this conformation in the crystal is due to the formation of the strong hydrogen bonds between hydrogen atoms H 5 1 -x, -y, 1 -z), which leads to the formation of infinite one-dimensional chains of hydrogen bonds involving differently oriented hydrazone I along the crystallographic axis (Fig.…”

Molecular and crystal structure of iron(III) and nickel(II) complexes with 1′-phthalazinylhydrazones of heterocyclic carbonyl compounds

“…The possibility of a bidentate or tridentate coordination of 1′-phthalazinylhydrazones in different tautomeric forms predetermines a wide variety of the forms of the complexes whose composition depends on the structural features of the ligand, synthesis conditions, and the nature of the complexing metal [6][7][8][9][10]. Unlike the majority of other hetarylhydrazones, 1′-phthalazinylhydrazones can also act as chelate-bridging N,N′ donor ligands, which enables the preparation of binuclear complexes based on them [11,12].This work is a continuation of the study of the complexing ability of phthalazinylhydrazones of polyfunctional carbonyl compounds [10][11][12][13][14]. Here we report the results of the single crystal X-ray diffraction analysis of iron(III) and nickel(II) complexes with 1′-phthalazinylhydrazones of 2-acetyl benzimidazole (HL) and 1-phenyl-3-methyl-4-formyl-5hydroxypyrazole (H 2 L′).…”

Synthesis and Structural Characterization of Some Phthalazin-1(2h)-One Uranyl Nitrate Complex Anticancer.

“…[1][2][3][4][5][6][7][8] the main interest of the phthalazin-1(2H)-one complex due to the spectroscopic properties as an important application of complex and The biological activity as antitumor, hypotensive, antifungal and antimicrobial of this complex give the attention to be studded from many way 7,9 . the complexes of phthalazine with heavy metal play a very important role in forming organic light-emitting diodes (OlEDs) on of base of the forming due to founding sp 2 -hybird N in the ligand due to the spin-orbit of heavy-metal ions is phosphorescent complex's 10-13 the complex with iridium is promising OLED for full color panel display 8,14,15 the important of using phthalazine BPPa[1,4-bis(phenyl) phthalazine] in synthesis of dinuclear complexes due to the ability to forming metal-metal separation range from 2.550A 0 to 4.045 A 0 8 , bdptz{1,4-bis(2,2'-dipyridylmethyl)phthalazine} and Ph 4 bdptz {1,4-bis[bis(6-phenyl-2-pyrdyl)methyl] phthalazine} is used to prepare dinuclear compounds with different transition metal ions as hydrophobic pocket [16][17][18][19][20] .…”