4,5-diazafluorene-9-one benzoylhydrazone | 320348-77-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4,5-diazafluorene-9-one benzoylhydrazone
• 英文别名: 4,5-diazafluorene-9-one-benzoylhydrazone；4,5-diazafluoren-9-one benzoylhydrazone；N-(3,13-diazatricyclo[7.4.0.02,7]trideca-1(9),2(7),3,5,10,12-hexaen-8-ylideneamino)benzamide
• CAS: 320348-77-4
• 化学式: C₁₈H₁₂N₄O
• 分子量: 300.319
• InChiKey: VQKWJMDHEYERPX-UHFFFAOYSA-N

物化性质

• 熔点：
  122-127 °C
• 密度：
  1.33±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.21
• 重原子数：
  23.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  70.73
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4,5-diazafluorene-9-one benzoylhydrazone 、 lead(II) acetate trihydrate 以 乙醇 为溶剂， 以78%的产率得到
  参考文献：
  名称：

  Bivalent transition metal complexes of 4,5-diazafluorene-9-one benzoylhydrazone (HL) and the characterization of weak interaction in CoL 2 (H 2 O) 2

  摘要：

  A new ligand 4,5-diazafluorene-9-one benzoylhydrazone (HL) and six of its transition metal complexes ML2. nH(2)O [M(II) = Mn, n = 2, 1; Co, 2, 2; Ni, 2, 3; Cu, 3, 4; Zn, 1.5, 5; Pb, 4, 6] have been prepared and characterized. Elemental analyses, IR, UV-Vis, H-1 NMR, molar conductivity and, thermal analyses measurements showed that the ligand coordinates to the metal ion with the enolic O and azomethine N atoms of the acylhydrazone group while the 4,5-diazafluorene moiety is free. Single crystal X-ray diffraction studies showed that CoL2(H2O)(2), 2, has a centrosymmetric octahedral geometry of N2O4 with the two bidentate ligands in the basal plane and the two water molecules in the axial sites. The molecules of 2 are linked together by intermolecular hydrogen bonds N-diazafluorene. . . HOH . . .N'(diazafluorene) and pi-pi stacking interactions between the diazafluorene rings to form 2D sheets. (C) 2000 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-2860(00)00568-8

文献信息

• Preparation and characterization of acylhydrazone nickel(II) complexes and their catalytic behavior in vinyl polymerization of norbornene and oligomerization of ethylene
  作者：Junxian Hou、Wen-Hua Sun、Dongheng Zhang、Liyi Chen、Wei Li、Dongfeng Zhao、Haibin Song

  DOI：10.1016/j.molcata.2005.01.009

  日期：2005.4

  The derivatives of 4,5-diazafluorene-9-one-benzoylhydrazone (1-4) and 2-pyridine-carboxaldehyde-benzoylhydrazone (5-9) were prepared. The compounds 1-4 reacted with Ni(Ac)(2)(.)4H(2)O to form diaquabis [4,5-diazafluorene-9-one-benzoylhydrazone] nickel (II) (10-13), while the compounds 5-9 reacted with (DME)NiBr2 to form bis[N-(pyridine-2-carboxaldehyde-benzoylhydrazone)] nickel (II) dibromide (14-18), respectively. All ligands and complexes were characterized by elemental analysis and spectroscopic analysis, along with the X-ray single crystal diffraction techniques for 10, 13 and 14. The nickel (II) centers are six-coordinated with two corresponding ligands and two coordinated solvents for 10-13, while the geometry around the nickel atom of 14-18 is distorted octahedron with two ligands and two bromides. Activated with methylaluminoxane, all nickel complexes show good activities for vinyl polymerization of norbornene and considerable activities for ethylene oligomerization at ambient pressure. By using 10, the influence of reaction conditions was carefully examined on the catalytic behavior of vinyl polymerization of norbornene. The catalytic conditions were varied to investigate their effects on activity of ethylene oligomerization. The resulting poly(norbornene)s were characterized by IR. H-1 NMR, TGA, DSC and the viscosity measurement. (c) 2005 Elsevier B.V. All rights reserved.
• Tricarbonyl Rhenium(I) and Technetium(I) Complexes with Hydrazones Derived from 4,5‐Diazafluoren‐9‐one and 1,10‐Phenanthroline‐5,6‐dione
  作者：Paula Barbazán、Adelheid Hagenbach、Elisabeth Oehlke、Ulrich Abram、Rosa Carballo、Sabina Rodríguez‐Hermida、Ezequiel M. Vázquez‐López

  DOI：10.1002/ejic.201000522

  日期：2010.10

  AbstractTricarbonylrhenium(I) and ‐technetium(I) halide (halide = Cl and Br) complexes of ligands derived from 4,5‐diazafluoren‐9‐one (df) and 1,10‐phenanthroline‐5,6‐dione (phen) derivatives of benzoic and 2‐hydroxybenzoic acid hydrazides have been prepared. The complexes have been characterized by elemental analysis, MS, IR, 1H NMR and absorption and emission UV/Vis spectroscopic methods. The metal centres (ReI and TcI) are coordinated through the nitrogen imine atoms and establish five‐membered chelate rings, whereas the hydrazone groups stand uncoordinated. The 1H NMR spectra suggest the same behaviour in solution on the basis of only marginal variations in the chemical shifts of the hydrazine protons.
• 4,5-Diazafluoren-9-one benzoylhydrazone monohydrate
  作者：Zhong-Lin Lu、Wen Xiao、Zhong-Ning Chen、Xiao-Yang Gong、S. Shanmuga Sundara Raj、Ibrahim Abdul Razak、Hoong-Kun Fun

  DOI：10.1107/s0108270100007459

  日期：2000.8.15

  The title compound, C18H12N4O . H2O, adopts the keto tautomeric form and the azomethine C=N double bond is in the E configuration. The dihedral angle between the planes of the diazafluorene moiety and the phenyl ring is 11.3 (1)degrees. In the solid state, the molecules form infinite chain-like structures via O-H ... N hydrogen bonds involving the water molecules and diazafluorene moieties.
• Bivalent transition metal complexes of 4,5-diazafluorene-9-one benzoylhydrazone (HL) and the characterization of weak interaction in CoL 2 (H 2 O) 2
  作者：Wen Xiao、Zhong-Lin Lu、Cheng-Yong Su、Kai-Bei Yu、Liang-Rong Deng、Han-Qin Liu、Bei-Sheng Kang

  DOI：10.1016/s0022-2860(00)00568-8

  日期：2000.10

  A new ligand 4,5-diazafluorene-9-one benzoylhydrazone (HL) and six of its transition metal complexes ML2. nH(2)O [M(II) = Mn, n = 2, 1; Co, 2, 2; Ni, 2, 3; Cu, 3, 4; Zn, 1.5, 5; Pb, 4, 6] have been prepared and characterized. Elemental analyses, IR, UV-Vis, H-1 NMR, molar conductivity and, thermal analyses measurements showed that the ligand coordinates to the metal ion with the enolic O and azomethine N atoms of the acylhydrazone group while the 4,5-diazafluorene moiety is free. Single crystal X-ray diffraction studies showed that CoL2(H2O)(2), 2, has a centrosymmetric octahedral geometry of N2O4 with the two bidentate ligands in the basal plane and the two water molecules in the axial sites. The molecules of 2 are linked together by intermolecular hydrogen bonds N-diazafluorene. . . HOH . . .N'(diazafluorene) and pi-pi stacking interactions between the diazafluorene rings to form 2D sheets. (C) 2000 Elsevier Science B.V. All rights reserved.