2,3,4,5,6-pentafluoro-1-[tris(trimethylsilyl)tetrahedranyl]benzene | 1118245-37-6

• 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: 2,3,4,5,6-pentafluoro-1-[tris(trimethylsilyl)tetrahedranyl]benzene
• 英文别名: pentafluorophenyltris(trimethylsilyl)tetrahedrane；Pentafluorophenyltetrahedrane；trimethyl-[2-(2,3,4,5,6-pentafluorophenyl)-3,4-bis(trimethylsilyl)-1-tricyclo[1.1.0.02,4]butanyl]silane
• CAS: 1118245-37-6
• 化学式: C₁₉H₂₇F₅Si₃
• 分子量: 434.672
• InChiKey: WDGTUMDFPMHOPY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,3,4,5,6-pentafluoro-1-[tris(trimethylsilyl)tetrahedranyl]benzene 以 乙腈 为溶剂， 生成 2,3,4,5,6-pentafluoro-1-[tris(trimethylsilyl)cyclobutadienyl]benzene
  参考文献：
  名称：

  Photoisomerization of Perfluoroaryltetrahedranes to Perfluoroarylcyclobutadienes

  摘要：

  Two perfluoroaryl-substituted cyclobutadiene derivatives, 6 and 7, were prepared as air- and moisture-sensitive red solids by the photochemical isomerization of the corresponding tetrahedranes (4 and 5, respectively). Remarkably, the 9,10-dicyanoanthracene-sensitized photochemical reaction of 4 also proceeded, giving 6, and the mechanism of this reaction is also discussed. The first aryl-substituted cyclobutadienes were characterized by spectroscopic data as well as by X-ray crystallography for 6, showing a distorted rectangular structure with extremely long C-C single bonds.

  DOI：

  10.1021/ja208354x
• 作为产物：
  描述：

  六氟苯 、 tetrakis(trimethylsilyl)tetrahedrane 在 甲基锂 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以36%的产率得到2,3,4,5,6-pentafluoro-1-[tris(trimethylsilyl)tetrahedranyl]benzene
  参考文献：
  名称：

  Nakamoto, Masaaki; Inagaki, Yusuke; Nishina, Motoaki, Journal of the American Chemical Society, 2009, vol. 131, p. 3172 - 3173

  摘要：

  DOI：

文献信息

• Nakamoto, Masaaki; Inagaki, Yusuke; Nishina, Motoaki, Journal of the American Chemical Society, 2009, vol. 131, p. 3172 - 3173
  作者：Nakamoto, Masaaki、Inagaki, Yusuke、Nishina, Motoaki、Sekiguchi, Akira

  DOI：——

  日期：——
• Photoisomerization of Perfluoroaryltetrahedranes to Perfluoroarylcyclobutadienes
  作者：Yusuke Inagaki、Masaaki Nakamoto、Akira Sekiguchi

  DOI：10.1021/ja208354x

  日期：2011.10.19

  Two perfluoroaryl-substituted cyclobutadiene derivatives, 6 and 7, were prepared as air- and moisture-sensitive red solids by the photochemical isomerization of the corresponding tetrahedranes (4 and 5, respectively). Remarkably, the 9,10-dicyanoanthracene-sensitized photochemical reaction of 4 also proceeded, giving 6, and the mechanism of this reaction is also discussed. The first aryl-substituted cyclobutadienes were characterized by spectroscopic data as well as by X-ray crystallography for 6, showing a distorted rectangular structure with extremely long C-C single bonds.