2,6-difluoro-2'-iodo-2'',3'',4'',5'',6''-pentamethyl-1,1':3',1''-terphenyl | 1318253-08-5

• 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-difluoro-2'-iodo-2'',3'',4'',5'',6''-pentamethyl-1,1':3',1''-terphenyl
• 英文别名: 1-[3-(2,6-Difluorophenyl)-2-iodophenyl]-2,3,4,5,6-pentamethylbenzene；1-[3-(2,6-difluorophenyl)-2-iodophenyl]-2,3,4,5,6-pentamethylbenzene
• CAS: 1318253-08-5
• 化学式: C₂₃H₂₁F₂I
• 分子量: 462.321
• InChiKey: YYDPWJALZJQVFF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,6-difluoro-2'-iodo-2'',3'',4'',5'',6''-pentamethyl-1,1':3',1''-terphenyl 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 、 氘代苯 为溶剂， 反应 18.5h， 生成 [2-(2,6-difluorophenyl)-6-(2,3,4,5,6-pentamethylphenyl)phenyl]dimethylsilylium tetrakis(pentafluorophenyl)borate
  参考文献：
  名称：

  Competition between π-Arene and Lone-Pair Halogen Coordination of Silylium Ions?

  摘要：

  In 2,6-diarylphenylSiR(2) cations, the 2,6-diarylphenyl (m-terphenyl) scaffold blocks incoming nucleophiles and stabilizes the positive charge at silicon by lateral ring interactions. Direct ortho-halogen and pi-electron-rich face coordination to silicon has been seen. For a series of cations bearing 2,6-difluoro-2',6'-dimethyl-X(n)-substituted rings, the relative contribution of these two modes of stabilization has been assessed. Direct coordination from an aryl fluoride is found to be comparable to that from the mesityl pi-face.

  DOI：

  10.1021/ja2040392
• 作为产物：
  描述：

  1,3-二氟苯 在 正丁基锂 、 碘 、 magnesium 作用下， 以 四氢呋喃 、 正己烷 、 1,2-二氯乙烷 为溶剂， 反应 109.5h， 生成 2,6-difluoro-2'-iodo-2'',3'',4'',5'',6''-pentamethyl-1,1':3',1''-terphenyl
  参考文献：
  名称：

  Competition between π-Arene and Lone-Pair Halogen Coordination of Silylium Ions?

  摘要：

  In 2,6-diarylphenylSiR(2) cations, the 2,6-diarylphenyl (m-terphenyl) scaffold blocks incoming nucleophiles and stabilizes the positive charge at silicon by lateral ring interactions. Direct ortho-halogen and pi-electron-rich face coordination to silicon has been seen. For a series of cations bearing 2,6-difluoro-2',6'-dimethyl-X(n)-substituted rings, the relative contribution of these two modes of stabilization has been assessed. Direct coordination from an aryl fluoride is found to be comparable to that from the mesityl pi-face.

  DOI：

  10.1021/ja2040392

文献信息

• Competition between π-Arene and Lone-Pair Halogen Coordination of Silylium Ions?
  作者：Paola Romanato、Simon Duttwyler、Anthony Linden、Kim K. Baldridge、Jay S. Siegel

  DOI：10.1021/ja2040392

  日期：2011.8.10

  In 2,6-diarylphenylSiR(2) cations, the 2,6-diarylphenyl (m-terphenyl) scaffold blocks incoming nucleophiles and stabilizes the positive charge at silicon by lateral ring interactions. Direct ortho-halogen and pi-electron-rich face coordination to silicon has been seen. For a series of cations bearing 2,6-difluoro-2',6'-dimethyl-X(n)-substituted rings, the relative contribution of these two modes of stabilization has been assessed. Direct coordination from an aryl fluoride is found to be comparable to that from the mesityl pi-face.