9(E)-phenanthrene-9,10-dione[(1Z)-3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)-ylidene]-hydrazone | 1218901-69-9

• 分子结构分类: 有机化合物
• 英文名称: 9(E)-phenanthrene-9,10-dione[(1Z)-3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)-ylidene]-hydrazone
• 英文别名: (9E)-phenanthrene-9,10-dione[(1Z)-3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)-ylidene]hydrazone；9(E)-phenanthrene-9,10-dione[(1Z)-3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)-ylidene]hydrazone
• CAS: 1218901-69-9
• 化学式: C₂₅H₂₁N₃O
• 分子量: 379.461
• InChiKey: BVMXEAMBDVEHSI-HPNDGRJYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.63
• 重原子数：
  29.0
• 可旋转键数：
  1.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  53.82
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  9(E)-phenanthrene-9,10-dione[(1Z)-3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)-ylidene]-hydrazone 在 cobalt(II) bromide hexahydrate 作用下， 以 乙醇 、 异丙醇 、 乙腈 为溶剂， 生成 (9E)-phenanthrene-9,10-dione[(1Z)-3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)-ylidene]hydrazonium bromide
  参考文献：
  名称：

  Isomeric form and proton localization in (9E)-phenanthrene-9,10-dione[(1Z)-3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)-ylidene]hydrazonium bromide

  摘要：

  (9E)-Phenanthrene-9,10-dione[(1Z)-3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)-ylidene]hydrazonium bromide (LH)Br (I) 被合成。通过量子化学方法计算了 LH(+) 离子的质子化形式的模型，并对其相对稳定性进行了估计。化合物 I 的晶体结构通过 X 射线衍射分析确定。化合物 I 是以阳离子-阴离子型构建的（移动的质子位于氮原子上）。阳离子以 s-cis,cis-异构形式存在，并由两个环状氢键稳定。π 电子密度分布在多重键 N(1)-C(1)(1.292(4)) 和 N(3)-C(12)(1.294(4)) 上。获得了化合物 I 的光谱特性（红外光谱和电子吸收光谱）。

  DOI：

  10.1134/s0036023610050086

文献信息

• Synthesis, crystal structure, and electronic structure of a copper(II) chloride complex with 9(E)-phenanthrene-9,10-dione[(1Z)-3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)-ylidene]hydrazone [Cu2(L-H)2Cl2]
  作者：V. V. Davydov、V. I. Sokol、N. V. Rychagina、R. V. Linko、M. A. Ryabov、P. V. Strashnov、V. S. Sergienko

  DOI：10.1134/s0036023614090046

  日期：2014.9
• Synthesis, crystal structure, and spectra of the trichloromethane solvate of nickel(II) 9(E)-phenanthrene-9,10-dione[(1Z)-3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)-ylidene]hydrazonate
  作者：V. V. Davydov、V. I. Sokol、N. V. Rychagina、R. V. Linko、Yu. V. Shklyaev、V. S. Sergienko

  DOI：10.1134/s003602361105007x

  日期：2011.5

  The complex [Ni(L-H)(2)] center dot CHCl3 (I), where L-H is the (9E)-phenanthrene-9,10-dione[(1Z)-3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)-ylidene]hydrazone anion (L), was synthesized for the first time. The crystal structure of I was solved. The L-H and L-H' anions exist as cis- and trans-isomers and are linked to the central Ni2+ atom in a tridentate chelating mode giving rise to two conjugated five-membered metal rings of different composition (NiN3C and NiONC2) at each anion. The Ni2+ coordination polyhedron is a highly distorted octahedron whose axial positions are occupied by N(3) and N(3)' atoms. The vertices of the tetrahedrally distorted equatorial base of the octahedron are occupied by the N(1) and N(1)' atoms of the dihydroisoquinoline fragment (A) and the O(1) and O(1)' atoms of the phenanthrenequinone fragment (B). Complex I occurs as the cis-isomer. The conformations of the L-H anions in I and the L molecules in L center dot H2O do not differ much. The randomly disordered CHCl3 solvent molecules in I occupy crystal voids between the centrosymmetric dimeric associates. Spectroscopic (IR and UV-Vis) characteristics of I were obtained.