[2,6-bis(2,6-difluorophenyl)phenyl]dimethylsilane | 1231208-08-4

• 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: [2,6-bis(2,6-difluorophenyl)phenyl]dimethylsilane
• 英文别名: [2,6-Bis(2,6-difluorophenyl)phenyl]-dimethylsilane；[2,6-bis(2,6-difluorophenyl)phenyl]-dimethylsilane
• CAS: 1231208-08-4
• 化学式: C₂₀H₁₆F₄Si
• 分子量: 360.426
• InChiKey: HIQWRORBEOYLOT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.27
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [2,6-bis(2,6-difluorophenyl)phenyl]dimethylsilane 、 三苯碳四(五氟苯基)硼酸盐 以 氘代苯 为溶剂， 反应 16.0h， 以92%的产率得到[2,6-bis(2,6-difluorophenyl)phenyl]dimethylsilylium tetrakis(pentafluorophenyl)borate
  参考文献：
  名称：

  Intramolecular Halogen Stabilization of Silylium Ions Directs Gearing Dynamics

  摘要：

  2,6-Bis(2,6-difluorophenyl)phenyldimethylsilanium ion (1a) adopts a ground-state C(2) trigonal-bipyramidal geometry in which fluorines from opposing 2,6-difluorophenyl groups coordinate to the apical positions of the pentavalent silyl cation. Exchange of fluorine at silicon occurs by a disrotatory gearing mechanism wherein one fluorine remains coordinated to silicon throughout the circuit. The "cogwheel" transition state is C(2)-symmetric, with one ring having a dihedral angle of 0 degrees and the other a dihedral angle of 90 degrees. This correlated dynamic process is a function of the coordinating halogen. The chloro derivative (1b) adopts a similar ground-state geometry,

  DOI：

  10.1021/ja9109665
• 作为产物：
  描述：

  二甲基一氯硅烷 、 2,6,2'',6''-tetrafluoro-2'-iodo-1,1':3',1''-terphenyl 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.55h， 以70%的产率得到[2,6-bis(2,6-difluorophenyl)phenyl]dimethylsilane
  参考文献：
  名称：

  Intramolecular Halogen Stabilization of Silylium Ions Directs Gearing Dynamics

  摘要：

  2,6-Bis(2,6-difluorophenyl)phenyldimethylsilanium ion (1a) adopts a ground-state C(2) trigonal-bipyramidal geometry in which fluorines from opposing 2,6-difluorophenyl groups coordinate to the apical positions of the pentavalent silyl cation. Exchange of fluorine at silicon occurs by a disrotatory gearing mechanism wherein one fluorine remains coordinated to silicon throughout the circuit. The "cogwheel" transition state is C(2)-symmetric, with one ring having a dihedral angle of 0 degrees and the other a dihedral angle of 90 degrees. This correlated dynamic process is a function of the coordinating halogen. The chloro derivative (1b) adopts a similar ground-state geometry,

  DOI：

  10.1021/ja9109665

文献信息

• Intramolecular Halogen Stabilization of Silylium Ions Directs Gearing Dynamics
  作者：Paola Romanato、Simon Duttwyler、Anthony Linden、Kim K. Baldridge、Jay S. Siegel

  DOI：10.1021/ja9109665

  日期：2010.6.16

  2,6-Bis(2,6-difluorophenyl)phenyldimethylsilanium ion (1a) adopts a ground-state C(2) trigonal-bipyramidal geometry in which fluorines from opposing 2,6-difluorophenyl groups coordinate to the apical positions of the pentavalent silyl cation. Exchange of fluorine at silicon occurs by a disrotatory gearing mechanism wherein one fluorine remains coordinated to silicon throughout the circuit. The "cogwheel" transition state is C(2)-symmetric, with one ring having a dihedral angle of 0 degrees and the other a dihedral angle of 90 degrees. This correlated dynamic process is a function of the coordinating halogen. The chloro derivative (1b) adopts a similar ground-state geometry,