(3-Ethynyl-5-methyl-phenylethynyl)-triisopropyl-silane | 188636-69-3

• 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: (3-Ethynyl-5-methyl-phenylethynyl)-triisopropyl-silane
• 英文别名: [(3-Ethynyl-5-methylphenyl)ethynyl]tri(propan-2-yl)silane；2-(3-ethynyl-5-methylphenyl)ethynyl-tri(propan-2-yl)silane
• CAS: 188636-69-3
• 化学式: C₂₀H₂₈Si
• 分子量: 296.528
• InChiKey: KLELGAJAWLFGOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.55
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  (3-Ethynyl-5-methyl-phenylethynyl)-triisopropyl-silane 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 哌啶 、 potassium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 97.0h， 生成 3,5-Bis-[2-(4-{2-[3-methyl-5-(2-triisopropylsilylethynyl)phenyl]ethynyl}-5-propyloxy-2-(tetrahydro-2H-pyran-2-yloxy)phenyl)ethynyl]toluene
  参考文献：
  名称：

  Synthesis and Properties of Shape-Persistent Macrocyclic Amphiphiles with Switchable Amphiphilic Portions

  摘要：

  The bidirectional- and convergent-type syntheses of functionalized kinked phenyl-ethynyl oligomers containing ethynyl end groups are described. Key steps in both approaches are the bromo-iodo selectivity of the Hagihara coupling and the possibility to deprotect acetylenes containing different silyl protective groups stepwise. Glaser coupling of the oligomeric bisacetylenes results in the corresponding macrocycles that contain polar and nonpolar side groups in a switchable arrangement.

  DOI：

  10.1002/(sici)1521-3765(19981204)4:12<2423::aid-chem2423>3.0.co;2-8
• 作为产物：
  描述：

  3-溴-5-碘甲苯 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 哌啶 、 potassium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 (3-Ethynyl-5-methyl-phenylethynyl)-triisopropyl-silane
  参考文献：
  名称：

  Synthesis and Properties of Shape-Persistent Macrocyclic Amphiphiles with Switchable Amphiphilic Portions

  摘要：

  The bidirectional- and convergent-type syntheses of functionalized kinked phenyl-ethynyl oligomers containing ethynyl end groups are described. Key steps in both approaches are the bromo-iodo selectivity of the Hagihara coupling and the possibility to deprotect acetylenes containing different silyl protective groups stepwise. Glaser coupling of the oligomeric bisacetylenes results in the corresponding macrocycles that contain polar and nonpolar side groups in a switchable arrangement.

  DOI：

  10.1002/(sici)1521-3765(19981204)4:12<2423::aid-chem2423>3.0.co;2-8

文献信息

• Synthesis and Properties of Shape-Persistent Macrocyclic Amphiphiles with Switchable Amphiphilic Portions
  作者：Sigurd Höger、Anne-Désirée Meckenstock、Sarah Müller

  DOI：10.1002/(sici)1521-3765(19981204)4:12<2423::aid-chem2423>3.0.co;2-8

  日期：1998.12.4

  The bidirectional- and convergent-type syntheses of functionalized kinked phenyl-ethynyl oligomers containing ethynyl end groups are described. Key steps in both approaches are the bromo-iodo selectivity of the Hagihara coupling and the possibility to deprotect acetylenes containing different silyl protective groups stepwise. Glaser coupling of the oligomeric bisacetylenes results in the corresponding macrocycles that contain polar and nonpolar side groups in a switchable arrangement.