1,3,5-tris[(E)-2-(2-thiophenyl)vinyl]benzene

• 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: 1,3,5-tris[(E)-2-(2-thiophenyl)vinyl]benzene
• 英文别名: (E,E,E)-1,3,5-tris[2-(thiophen-2-yl)vinyl]benzene；2-[(E)-2-[3,5-bis[(E)-2-thiophen-2-ylethenyl]phenyl]ethenyl]thiophene
• 化学式: C₂₄H₁₈S₃
• 分子量: 402.605
• InChiKey: AFZXZSJSSYCHNC-SRDSWEMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  84.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-噻吩甲醛 、 1,3,5-tris(diethoxyphosphorylmethyl)benzene 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以87%的产率得到1,3,5-tris[(E)-2-(2-thiophenyl)vinyl]benzene
  参考文献：
  名称：

  Layer-Block Dendrimers with Alternating Thienylenevinylene and Phenylenevinylene Units

  摘要：

  A series of new hybrid, layer-block pi-conjugated dendrons and dendrimers with alternating thienylenevinylene and phenylenevinylene units has been prepared by means of an orthogonal and convergent-growth methodology that made use of the Horner-Wadsworth-Emmons (HWE) reaction. The placement of the thiophene and benzene rings can be accurately controlled to afford a large variety of dendritic structures, although access to compounds of high generation proved difficult. The optical properties of the synthesized dendrimers were determined by UV/vis and fluorescence spectroscopy, and the influence of the generation and nature of the core on the behavior of these materials was evaluated.

  DOI：

  10.1021/jo301054w

文献信息

• Hydrostannation of Diyne and Triyne π-Electron Bridges: Efficient Stille Cross-Coupling of 1,3,5-Tris[(<i>E</i>)-2-(tributylstannyl)vinyl]benzene
  作者：Sang Ook Kang、Jaejung Ko、Il Jung、Taegweon Lee

  DOI：10.1055/s-2005-861822

  日期：——

  The facile hydrostannation of diynes and triynes with tributyltin hydride was achieved. The hydrostannation product readily underwent the Stille cross-coupling reaction with a variety of aryl bromides. The copper-mediatedStille cross-coupling of 1,3,5-tris[(E)-2-(tributylstannyl)vinyl]benzene with (E)-β-iodostyrene afforded the conjugated diene.

  实现了用三丁基氢化锡轻松地氢化二炔和三炔。氢化锡化产物很容易与多种芳基溴化物发生 Stille 交叉偶联反应。1,3,5-三[(E)-2-(三丁基甲锡烷基)乙烯基]苯与(E)-β-碘苯乙烯的铜介导的Stille交叉偶联得到共轭二烯。
• Layer-Block Dendrimers with Alternating Thienylenevinylene and Phenylenevinylene Units
  作者：Caroline Hadad、Joaquín C. Garcı́a-Martı́nez、Julián Rodrı́guez-López

  DOI：10.1021/jo301054w

  日期：2012.7.20

  A series of new hybrid, layer-block pi-conjugated dendrons and dendrimers with alternating thienylenevinylene and phenylenevinylene units has been prepared by means of an orthogonal and convergent-growth methodology that made use of the Horner-Wadsworth-Emmons (HWE) reaction. The placement of the thiophene and benzene rings can be accurately controlled to afford a large variety of dendritic structures, although access to compounds of high generation proved difficult. The optical properties of the synthesized dendrimers were determined by UV/vis and fluorescence spectroscopy, and the influence of the generation and nature of the core on the behavior of these materials was evaluated.