2-(tert-butyldimethylsilyl)ethyl-4'-bromophenyl sulfide | 221292-40-6

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-(tert-butyldimethylsilyl)ethyl-4'-bromophenyl sulfide
• 英文别名: 2-(4-Bromophenyl)sulfanylethyl-tert-butyl-dimethylsilane
• CAS: 221292-40-6
• 化学式: C₁₄H₂₃BrSSi
• 分子量: 331.392
• InChiKey: ICGFZDHCYPKWRF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.05
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(tert-butyldimethylsilyl)ethyl-4'-bromophenyl sulfide 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 碘 、 叔丁基锂 、 potassium carbonate 、 二乙胺 、 二异丙胺 、 三苯基膦 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.67h， 生成 Tert-butyl-[2-[4-[2-(4-ethynyl-3-methylphenyl)ethynyl]phenyl]sulfanylethyl]-dimethylsilane
  参考文献：
  名称：

  Soluble Ferrocene Conjugates for Incorporation into Self-Assembled Monolayers

  摘要：

  A series of phenylethynyl oligomers (I-V) possessing a ferrocene and thiol at each termini have been synthesized. These oligomers have been designed to overcome the inherent insolubility of this class of complexes by substitution at the phenyl groups with methyl and propoxy substituents. Several new reactions for preparing arenethiol-protected compounds are described. Interestingly, the generation of an arenethiol anion during base- or fluoride-catalyzed deprotection has been characterized.

  DOI：

  10.1021/jo982392m
• 作为产物：
  描述：

  叔丁基二甲基乙烯基硅烷 、 4-溴苯硫酚 在 二叔丁基过氧化物 作用下， 反应 10.0h， 以91%的产率得到2-(tert-butyldimethylsilyl)ethyl-4'-bromophenyl sulfide
  参考文献：
  名称：

  Soluble Ferrocene Conjugates for Incorporation into Self-Assembled Monolayers

  摘要：

  A series of phenylethynyl oligomers (I-V) possessing a ferrocene and thiol at each termini have been synthesized. These oligomers have been designed to overcome the inherent insolubility of this class of complexes by substitution at the phenyl groups with methyl and propoxy substituents. Several new reactions for preparing arenethiol-protected compounds are described. Interestingly, the generation of an arenethiol anion during base- or fluoride-catalyzed deprotection has been characterized.

  DOI：

  10.1021/jo982392m

文献信息

• Soluble Ferrocene Conjugates for Incorporation into Self-Assembled Monolayers
  作者：C. J. Yu、Yoochul Chong、Jon Faiz Kayyem、Michael Gozin

  DOI：10.1021/jo982392m

  日期：1999.3.1

  A series of phenylethynyl oligomers (I-V) possessing a ferrocene and thiol at each termini have been synthesized. These oligomers have been designed to overcome the inherent insolubility of this class of complexes by substitution at the phenyl groups with methyl and propoxy substituents. Several new reactions for preparing arenethiol-protected compounds are described. Interestingly, the generation of an arenethiol anion during base- or fluoride-catalyzed deprotection has been characterized.