(E)-1-[Bis(2,3,4,5,6-pentachlorophenyl)methyl]-4-[2-(4-bromophenyl)ethenyl]-2,3,5,6-tetrachlorobenzene | 329897-49-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: (E)-1-[Bis(2,3,4,5,6-pentachlorophenyl)methyl]-4-[2-(4-bromophenyl)ethenyl]-2,3,5,6-tetrachlorobenzene
• CAS: 329897-49-6
• 化学式: C₂₇H₇BrCl₁₄
• 分子量: 907.599
• InChiKey: XIVDKLMYFKJOLH-ZZXKWVIFSA-N

物化性质

• 沸点：
  769.1±60.0 °C(Predicted)
• 密度：
  1.817±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  16.95
• 重原子数：
  42.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  (E)-1-[Bis(2,3,4,5,6-pentachlorophenyl)methyl]-4-[2-(4-bromophenyl)ethenyl]-2,3,5,6-tetrachlorobenzene 在 四丁基氢氧化铵 、 四氯苯醌 作用下， 以 四氢呋喃 为溶剂， 反应 1.58h， 以0.270 g的产率得到(E)-Bis(pentachlorophenyl)[4-(4-bromophenyl-β-styryl)-2,3,5,6-tetrachlorophenyl]methyl radical
  参考文献：
  名称：

  Influence of Topology on the Long-Range Electron-Transfer Phenomenon

  摘要：

  Intramolecular electron-transfer phenomena in the radical anions derived from the partial reduction of diradicals (E,E)-p-divinylbenzene-beta,beta'-ylene bis(4-tetradecachlorotriphenylmethyl) diradical (1) and (E,E)-m-divinylbenzene-beta,beta'-ylene bis(4-tetradecachlorotriphenylmethyl) diradical (2) have been studied by optical and ESR spectroscopy. The synthetic methodology used allows for complete control of the geometry of diradicals 1 and 2, which have para and meta topologies, respectively, as well as of their E/Z isomerism. This fact is used to show the influence of the different topologies on the ease of electron transfer, which is larger for the para than for the meta isomer, in which a small or negligible electronic coupling is observed. A related monoradical compound (E)-bis(pentachlorophenyl)[4-(4-bromophenyl-beta-styryl)-2,3,5,6-tetrachlorophenyl]-methyl radical (3), which has only one such redox site, has also been obtained and studied for comparison purposes.

  DOI：

  10.1002/1521-3765(20010105)7:1<240::aid-chem240>3.0.co;2-h
• 作为产物：
  描述：

  αH-4-(bromomethyl)tetradecachlorotriphenylmethane 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 3.75h， 生成 (E)-1-[Bis(2,3,4,5,6-pentachlorophenyl)methyl]-4-[2-(4-bromophenyl)ethenyl]-2,3,5,6-tetrachlorobenzene
  参考文献：
  名称：

  Influence of Topology on the Long-Range Electron-Transfer Phenomenon

  摘要：

  Intramolecular electron-transfer phenomena in the radical anions derived from the partial reduction of diradicals (E,E)-p-divinylbenzene-beta,beta'-ylene bis(4-tetradecachlorotriphenylmethyl) diradical (1) and (E,E)-m-divinylbenzene-beta,beta'-ylene bis(4-tetradecachlorotriphenylmethyl) diradical (2) have been studied by optical and ESR spectroscopy. The synthetic methodology used allows for complete control of the geometry of diradicals 1 and 2, which have para and meta topologies, respectively, as well as of their E/Z isomerism. This fact is used to show the influence of the different topologies on the ease of electron transfer, which is larger for the para than for the meta isomer, in which a small or negligible electronic coupling is observed. A related monoradical compound (E)-bis(pentachlorophenyl)[4-(4-bromophenyl-beta-styryl)-2,3,5,6-tetrachlorophenyl]-methyl radical (3), which has only one such redox site, has also been obtained and studied for comparison purposes.

  DOI：

  10.1002/1521-3765(20010105)7:1<240::aid-chem240>3.0.co;2-h

文献信息

• Study of the E–Z stilbene isomerisation in perchlorotriphenyl-methane (PTM) derivatives
  作者：F. Bejarano、I. Alcon、N. Crivillers、M. Mas-Torrent、S. T. Bromley、J. Veciana、C. Rovira

  DOI：10.1039/c6ra28618f

  日期：——

  The E–Z isomerisation of two perchlorotriphenylmethane derivatives containing stilbene units has been investigated, both thermally and photochemically. The irreversibility of the E → Z isomerisation in both compounds is experimentally demonstrated and supported by density functional calculations.

  在热学和光化学方面，已经研究了两种含有二苯乙烯单元的全氯三苯甲烷衍生物的E - Z异构化。两种化合物中E → Z异构化的不可逆性已通过实验证明，并得到密度泛函计算的支持。
• Bonvoisin, Jacques; Launay, Jean-Pierre; Rovira, Concepcio, Angewandte Chemie, 1994, vol. 106, # 20, p. 2190 - 2193
  作者：Bonvoisin, Jacques、Launay, Jean-Pierre、Rovira, Concepcio、Veciana, Jaume

  DOI：——

  日期：——
• Synthesis and Photophysics of a Neutral Organic Mixed-Valence Compound
  作者：Alexander Heckmann、Christoph Lambert、Mark Goebel、R�diger Wortmann

  DOI：10.1002/anie.200460495

  日期：2004.11.5