(2,2-difluoro-1-(4-fluorophenyl)vinyl)trimethylsilane | 1569101-83-2

• 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: (2,2-difluoro-1-(4-fluorophenyl)vinyl)trimethylsilane
• 英文别名: [2,2-Difluoro-1-(4-fluorophenyl)ethenyl]-trimethylsilane；[2,2-difluoro-1-(4-fluorophenyl)ethenyl]-trimethylsilane
• CAS: 1569101-83-2
• 化学式: C₁₁H₁₃F₃Si
• 分子量: 230.305
• InChiKey: HIBXOSVQNRNBGQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.31
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,2-difluoro-1-trimethylsilylethenyl p-toluenesulfonate 在 tris-(dibenzylideneacetone)dipalladium(0) 、 copper(l) iodide 、 四(三苯基膦)钯 、 lithium bromide 、 2-二环己基磷-2,4,6-三异丙基联苯 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 (2,2-difluoro-1-(4-fluorophenyl)vinyl)trimethylsilane
  参考文献：
  名称：

  Preparation of 2,2-difluoro-1-trialkylsilylethenylstannanes and their cross-coupling reactions

  摘要：

  Reaction of 2 with bis(tributyltin) in the presence of 3 mol % Pd-2(dba)(3), 6 mol % XPhos, and 30 equiv of LiBr in wet and air bubbled THF at reflux for 8 h afforded the desired products 3 in 73-74% yields. The cross-coupling reaction of 3a with aryl iodides in the presence of 10 mol % Pd(PPh3)(4) and 10 mol % CuI afforded the coupled products 4a-p in 47-90% yields. The coupling reaction of 3h with various alkynyl bromides having aryl-, alkyl, or trialkylsilyl group also afforded the corresponding 1,3-enynes 5a-g in 61-77% yields. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.12.071

文献信息

• Preparation of 2,2-difluoro-1-trialkylsilylethenylstannanes and their cross-coupling reactions
  作者：Jong Hee Jeon、Ju Hee Kim、Yeo Jin Jeong、In Howa Jeong

  DOI：10.1016/j.tetlet.2013.12.071

  日期：2014.2

  Reaction of 2 with bis(tributyltin) in the presence of 3 mol % Pd-2(dba)(3), 6 mol % XPhos, and 30 equiv of LiBr in wet and air bubbled THF at reflux for 8 h afforded the desired products 3 in 73-74% yields. The cross-coupling reaction of 3a with aryl iodides in the presence of 10 mol % Pd(PPh3)(4) and 10 mol % CuI afforded the coupled products 4a-p in 47-90% yields. The coupling reaction of 3h with various alkynyl bromides having aryl-, alkyl, or trialkylsilyl group also afforded the corresponding 1,3-enynes 5a-g in 61-77% yields. (C) 2014 Elsevier Ltd. All rights reserved.