1,4-bis(2-iodo-3-thienyl)benzene | 957767-16-7

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: 1,4-bis(2-iodo-3-thienyl)benzene
• 英文别名: 2-Iodo-3-[4-(2-iodothiophen-3-yl)phenyl]thiophene
• CAS: 957767-16-7
• 化学式: C₁₄H₈I₂S₂
• 分子量: 494.159
• InChiKey: AIMDKNWNBAXPEV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 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-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
• 作为产物：
  描述：

  1,4-双(3-噻吩基)苯 在 N-碘代丁二酰亚胺 、 偶氮二异丁腈 、 溶剂黄146 作用下， 以 氯仿 为溶剂， 反应 5.0h， 以67%的产率得到1,4-bis(2-iodo-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

• Preparation of 1,4-Bis[2-{2-(1-methyl-1H-imidazol-5-yl)ethynyl}-3-thienyl]benzene and Related Compounds
  作者：Kozo Toyota、Kazuyuki Okada、Yasutomo Tsuji、Noboru Morita、Hiroshi Katsuta

  DOI：10.3987/com-08-s(f)84

  日期：——

  1,4-Bis[2-2-(l-methyl-1H-imidazol-5-yl)ethynyl}-3-thienyl]benzene, l,4-bis[2-(2-ferrocenylethynyl)-3-thienyl]benzene, and some related compounds were prepared and their UV-visible spectra were studied.

  1,4-双[2-2-(1-甲基-1H-咪唑-5-基)乙炔基}-3-噻吩基]苯,1,4-双[2-(2-二茂铁乙炔基)-3-噻吩基]苯，并制备了一些相关化合物，并研究了它们的紫外-可见光谱。
• 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.