1,4-bis[2-(trimethylsilylethynyl)-3-thienyl]benzene | 957767-17-8

• 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: 1,4-bis[2-(trimethylsilylethynyl)-3-thienyl]benzene
• 英文别名: Trimethyl-[2-[3-[4-[2-(2-trimethylsilylethynyl)thiophen-3-yl]phenyl]thiophen-2-yl]ethynyl]silane；trimethyl-[2-[3-[4-[2-(2-trimethylsilylethynyl)thiophen-3-yl]phenyl]thiophen-2-yl]ethynyl]silane
• CAS: 957767-17-8
• 化学式: C₂₄H₂₆S₂Si₂
• 分子量: 434.773
• InChiKey: SZNCTRYXIKHKLV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,4-bis[2-(trimethylsilylethynyl)-3-thienyl]benzene 在 potassium carbonate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以96%的产率得到1,4-bis(2-ethynyl-3-thienyl)benzene
  参考文献：
  名称：

  Preparation of 1,4-bis(2-ethynyl-3-thienyl)benzenes as versatile spacers for connection of heterocycles

  摘要：

  Iodination of 1,4-di(3-thienyl)benzene gave 1,4-bis(2-iodo-3-thienyl)benzene, which was converted to 1,4-bis(2-ethynyl-3-thienyl)benzene. Novel 1,4-bis[2-(pyridylethynyl)-3-thienyl]benzene ligands containing the bis(ethynylthienyl)benzene spacer were prepared by Sonogashira reaction. Advantage of the spacer was demonstrated by introducing functionalized alkyl groups to the 5-position of the thiciphene ring of 1,4-bisl2-(trialkylsilylethynyl)-3-thienyl]benzene.

  DOI：

  10.1016/s0385-5414(07)81098-7
• 作为产物：
  描述：

  1,4-bis(2-iodo-3-thienyl)benzene 、 三甲基乙炔基硅 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 二异丙胺 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以96%的产率得到1,4-bis[2-(trimethylsilylethynyl)-3-thienyl]benzene
  参考文献：
  名称：

  Preparation of 1,4-bis(2-ethynyl-3-thienyl)benzenes as versatile spacers for connection of heterocycles

  摘要：

  Iodination of 1,4-di(3-thienyl)benzene gave 1,4-bis(2-iodo-3-thienyl)benzene, which was converted to 1,4-bis(2-ethynyl-3-thienyl)benzene. Novel 1,4-bis[2-(pyridylethynyl)-3-thienyl]benzene ligands containing the bis(ethynylthienyl)benzene spacer were prepared by Sonogashira reaction. Advantage of the spacer was demonstrated by introducing functionalized alkyl groups to the 5-position of the thiciphene ring of 1,4-bisl2-(trialkylsilylethynyl)-3-thienyl]benzene.

  DOI：

  10.1016/s0385-5414(07)81098-7

文献信息

• Preparations of bis[2-(2-arylethynyl)-3-thienyl]arenes and bis[2-{2-(trimethylsilyl)ethynyl}-3-thienyl]arenes
  作者：Kozo Toyota、Kazuyuki Okada、Hiroshi Katsuta、Noboru Morita

  DOI：10.1016/j.tet.2008.10.088

  日期：2009.1

  4,4'-Bis[2-(2-phenylethynyl)-3-thienyl]biphenyl, 4,4'-bis[2-[2-(trimethylsilyl)ethynyl}-3-thienyl]biphenyl and their congeners were prepared and their properties were studied. Extension of pi-system through the central benzene ring was suggested by UV-vis spectra. Connection of two 1,4-bis[2-2-(trimethylsilyl)ethynyl}-3-thienyl]benzene units was exemplified. (C) 2008 Elsevier Ltd. All rights reserved.
• Preparation of 1,4-bis(2-ethynyl-3-thienyl)benzenes as versatile spacers for connection of heterocycles
  作者：K TOYOTA、Y GOTO、K OKADA、N MORITA

  DOI：10.1016/s0385-5414(07)81098-7

  日期：2007.10.1

  Iodination of 1,4-di(3-thienyl)benzene gave 1,4-bis(2-iodo-3-thienyl)benzene, which was converted to 1,4-bis(2-ethynyl-3-thienyl)benzene. Novel 1,4-bis[2-(pyridylethynyl)-3-thienyl]benzene ligands containing the bis(ethynylthienyl)benzene spacer were prepared by Sonogashira reaction. Advantage of the spacer was demonstrated by introducing functionalized alkyl groups to the 5-position of the thiciphene ring of 1,4-bisl2-(trialkylsilylethynyl)-3-thienyl]benzene.