3-(2-fluorophenyl)-1-(4-nitrophenyl) triazene | 444884-04-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-(2-fluorophenyl)-1-(4-nitrophenyl) triazene
• 英文别名: N-[(2-fluorophenyl)diazenyl]-4-nitroaniline
• CAS: 444884-04-2
• 化学式: C₁₂H₉FN₄O₂
• 分子量: 260.227
• InChiKey: BCOZDUFFHVDJDU-UHFFFAOYSA-N

物化性质

• 沸点：
  388.4±52.0 °C(Predicted)
• 密度：
  1.36±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  82.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  吡啶 、 3-(2-fluorophenyl)-1-(4-nitrophenyl) triazene 、 mercury(II) thiocyanate 在 (C₂H₅)3N 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 以28%的产率得到bis[trans-bis[3-(2-fluorophenyl)-1-(4-nitrophenyl)triazenide] pyridinyl mercury(II)]
  参考文献：
  名称：

  通过相互的金属-n 2-芳烃π相互作用进行聚合物组装：[Hg II（RPhNNNPhR'）2 Py] 2（R = NO 2，R'= F）的合成和X射线表征汞的三氮烯化物-吡啶基配合物（II）

  摘要：

  Hg（SCN）2在三乙胺的存在下，在四氢呋喃中与3-（2-氟苯基）-1-（4-硝基苯基）三氮烯反应，生成[Hg II（RPhNNNPhR'）2 Py] 2的橙色晶体（R = NO 2，R'= F），汞（II的新聚合triazenide吡啶络合物）与倒数金属-η 2 -areneπ-相互作用。晶体结构属于三斜晶系空间群P1 ，和[汞的晶格II（RPhNNNPhR'）2 PY] 2可以被视为构造超分子组装单维[汞柱II（RPhNNNPhR'）2[Py]单元通过分子间金属芳烃π相互作用和非经典的C – H O氢键连接。

  DOI：

  10.1016/j.jorganchem.2005.11.019
• 作为产物：
  描述：

  2-氟苯胺 、 4-硝基苯胺 在 溶剂黄146 、 sodium nitrite 作用下， 以 水 为溶剂， 反应 0.83h， 以53%的产率得到3-(2-fluorophenyl)-1-(4-nitrophenyl) triazene
  参考文献：
  名称：

  Asymmetric and symmetric triazenido cyclopalladated complexes: Synthesis, structural analysis and DFT calculations

  摘要：

  The reaction of [Pd{dmba}(mu-N-3)](2) (dmba = N,N-dimethylbenzylamine) with 1-(2-fluorophenyl)-3-(4-nitrophenyl)triazenido (L-1) or 1,3-bis(4-nitrophenyl)triazenido (L-2) anions, in methanol, and subsequent treatment with pyridine (py) allows the preparation of the corresponding cyclopalladated compounds [Pd(dmba)(L-1)(py)] (1) and [Pd(dmba)(L-2)(py)].py (2). The acentric mononuclear entities of (1) and (2) are connected by weak intermolecular non-classical C-H ... C hydrogen bonds, which results in 2-D arrangements by translation, along the [1 0 0] and [0 0 1] crystallographic directions, respectively. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2014.11.069

文献信息

• <i>trans</i>-Bis[3-(2-fluorophenyl)-1-(4-nitrophenyl)triazenido-κ<i>N</i>³]bis(pyridine-κ<i>N</i>)palladium(II)
  作者：Manfredo Hörner、Lorenzo do C. Visentin、Marisa Dahmer、Jairo Bordinhao

  DOI：10.1107/s0108270102004602

  日期：2002.5.15

  In the title complex, [Pd(C12H8FN4O2)(2)(C5H5N)(2)] or trans-[Pd(FC6H4N==N-NC6H4NO2)(C5H5N)(2)], the Pd atom lies on a centre of inversion in space group P (1) over bar. The coordination geometry about the Pd2+ ion is square planar, with two deprotonated 3-(2-fluorophenyl)-1-(4-nitrophenyl)triazenide ions, FC6H4N==N-NC6H4NO2-, acting as monodentate ligands (two-electron donors), while two neutral pyridine molecules complete the metal coordination sphere. The whole triazenide ligand is not planar, with the largest interplanar angle being 16.8 (5)inverted perpendicular between the phenyl ring of the 2-fluorophenyl group and the plane defined by the N==N-N moiety. The Pd-N(triazenide) and Pd-N(pyridine) distances are 2.021 (3) and 2.039 (3) Angstrom, respectively.
• Polymeric assembling through reciprocal metal-η2-arene π-interactions: Synthesis and X-ray characterization of [HgII(RPhNNNPhR′)2Py]2 (R=NO2, R′=F), an asymmetric bis diaryl-substituted triazenide–pyridinyl complex of Hg(II)
  作者：Manfredo Hörner、Gelson Manzoni de Oliveira、Jeferson André Naue、Jörg Daniels、Johannes Beck

  DOI：10.1016/j.jorganchem.2005.11.019

  日期：2006.2

  Hg(SCN)2 reacts with 3-(2-fluorophenyl)-1-(4-nitrophenyl)triazene in tetrahydrofuran in the presence of triethylamine to give orange crystals of [HgII(RPhNNNPhR′)2Py]2 (R = NO2, R′ = F), a new polymeric triazenide–pyridinyl complex of Hg(II) with reciprocal metal-η2-arene π-interactions. The crystal structure belongs to the triclinic space group P1¯, and the lattice of [HgII(RPhNNNPhR′)2Py]2 can be

  Hg（SCN）2在三乙胺的存在下，在四氢呋喃中与3-（2-氟苯基）-1-（4-硝基苯基）三氮烯反应，生成[Hg II（RPhNNNPhR'）2 Py] 2的橙色晶体（R = NO 2，R'= F），汞（II的新聚合triazenide吡啶络合物）与倒数金属-η 2 -areneπ-相互作用。晶体结构属于三斜晶系空间群P1 ，和[汞的晶格II（RPhNNNPhR'）2 PY] 2可以被视为构造超分子组装单维[汞柱II（RPhNNNPhR'）2[Py]单元通过分子间金属芳烃π相互作用和非经典的C – H O氢键连接。
• Asymmetric and symmetric triazenido cyclopalladated complexes: Synthesis, structural analysis and DFT calculations
  作者：Ana Paula Härter Vaniel、Antonio Eduardo Mauro、Adelino Vieira de Godoy Netto、Eduardo Tonon de Almeida、Paulo Cesar Piquini、Priscilla Zambiazi、Davi Fernando Back、Manfredo Hörner

  DOI：10.1016/j.molstruc.2014.11.069

  日期：2015.3

  The reaction of [Pddmba}(mu-N-3)](2) (dmba = N,N-dimethylbenzylamine) with 1-(2-fluorophenyl)-3-(4-nitrophenyl)triazenido (L-1) or 1,3-bis(4-nitrophenyl)triazenido (L-2) anions, in methanol, and subsequent treatment with pyridine (py) allows the preparation of the corresponding cyclopalladated compounds [Pd(dmba)(L-1)(py)] (1) and [Pd(dmba)(L-2)(py)].py (2). The acentric mononuclear entities of (1) and (2) are connected by weak intermolecular non-classical C-H ... C hydrogen bonds, which results in 2-D arrangements by translation, along the [1 0 0] and [0 0 1] crystallographic directions, respectively. (C) 2014 Elsevier B.V. All rights reserved.