化学
分子内力
卤素
部分
氢键
药物化学
分子间力
互变异构体
吸收(声学)
溶剂
甲烷
立体化学
分子
有机化学
材料科学
复合材料
烷基
作者
Namiq Q. Shikhaliyev,Nigar E. Ahmadova,Atash V. Gurbanov,Abel M. Maharramov,Gunay Z. Mammadova,Valentine G. Nenajdenko,Федор И. Зубков,Kamran T. Mahmudov⧫,Armando J. L. Pombeiro
标识
DOI:10.1016/j.dyepig.2017.12.033
摘要
Reaction of bis(4-hydrazinylphenyl)methane with 4-substitutedbenzaldehyde in the presence of CH3COONa in EtOH at 80 °C yields bis(4-((E)-2-(4-substitutedbenzylidene)hydrazinyl)phenyl) methane [−N(CH3)2 1, −F 2, −Cl 3, −NO2 4], which subsequently in the presence of CCl4, CuCl and tetramethylethylenediamine in DMSO undergoes Cu-catalyzed olefination products, bis(4-((E)-(2,2-dichloro-1-(4-substitutedphenyl)vinyl)diazenyl)phenyl)methane [−N(CH3)2 5, −F 6, −Cl 7, −NO2 8], respectively. All compounds were characterized by IR (for 1–4), 1H and 13C NMR spectroscopies, elemental and X-ray diffraction analysis (for 7 and 8). No only intermolecular hydrogen and intramolecular N⋯Cl tetrel bonds, but also the Cl⋯Cl and Cl⋯O types of halogen binding were found in the structures of 7 and 8, respectively. The collected data confirm that bis-azodyes 5–8 exist in DMSO solution and in solid state exclusively in the E-isomeric form, being stabilized by noncovalent interactions. Solvent effects on the UV–vis absorption spectra of 5−8 were studied in CH2Cl2, DMF and EtOH, which λmax is dependent on the type of substituents attached para-position of aromatic moiety.
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