4-ethynyl-3-methyl-{[4-(2-(trimethylsilyl)ethyl)sulfanyl]phenylethynyl}benzene | 221292-54-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-ethynyl-3-methyl-{[4-(2-(trimethylsilyl)ethyl)sulfanyl]phenylethynyl}benzene
• 英文别名: 2-[4-[2-(4-Ethynyl-3-methylphenyl)ethynyl]phenyl]sulfanylethyl-trimethylsilane
• CAS: 221292-54-2
• 化学式: C₂₂H₂₄SSi
• 分子量: 348.584
• InChiKey: SQRMSRUXRTWCAO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.81
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 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 、 4-ethynyl-3-methyl-{[4-(2-(trimethylsilyl)ethyl)sulfanyl]phenylethynyl}benzene 在 四氢吡咯 、 copper(l) iodide 、 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 16.0h， 以53%的产率得到2-[4-[2-[4-[2-(4-Iodophenyl)ethynyl]-3-methylphenyl]ethynyl]phenyl]sulfanylethyl-trimethylsilane
  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-(4-溴-2-甲基苯基)乙炔基三甲基硅烷 在 copper(l) iodide 、 碘 、 叔丁基锂 、 potassium carbonate 、 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 4.17h， 生成 4-ethynyl-3-methyl-{[4-(2-(trimethylsilyl)ethyl)sulfanyl]phenylethynyl}benzene
  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

• A conjugated hydrogen bond receptor for attachment to gold
  作者：Christian Glockner、Ulrich Lüning

  DOI：10.1007/s10847-010-9903-4

  日期：2011.10

  A fully conjugated host molecule (in order to allow conductivity) with a hydrogen bonding motif for molecular recognition (six hydrogen bonds in the Hamilton receptor array) on one end and a sulfur unit for immobilization on gold at the other end has been synthesized and its binding to gold clusters has been investigated by fluorescence spectroscopy.

  合成了一种完全缀合的主体分子（为了实现导电性），其一端具有用于分子识别的氢键基序（汉密尔顿受体阵列中的六个氢键），另一端具有用于固定在金上的硫单元，并且其已通过荧光光谱研究了与金簇的结合。