Tert-butyl-[2-[4-[2-(4-ethynyl-3-methylphenyl)ethynyl]phenyl]sulfanylethyl]-dimethylsilane | 221292-55-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: Tert-butyl-[2-[4-[2-(4-ethynyl-3-methylphenyl)ethynyl]phenyl]sulfanylethyl]-dimethylsilane
• CAS: 221292-55-3
• 化学式: C₂₅H₃₀SSi
• 分子量: 390.665
• InChiKey: YJLRZWKRDDRPNJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.98
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 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：

  1,4-二碘苯 、 Tert-butyl-[2-[4-[2-(4-ethynyl-3-methylphenyl)ethynyl]phenyl]sulfanylethyl]-dimethylsilane 在 copper(l) iodide 、 二异丙胺 、 三苯基膦 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以65.8%的产率得到Tert-butyl-[2-[4-[2-[4-[2-(4-iodophenyl)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：

  2-methyl-4-iodoacetophenone 在 copper(l) iodide 、 potassium carbonate 、 氯磷酸二乙酯 、 二异丙胺 、 三苯基膦 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.75h， 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