4,4'-[6,6'-(buta-1,3-diyne-1,4-diyl)bis(9-butylcarbazole-6,3-diyl)]bis(2-methylbut-3-yn-2-ol) | 912941-91-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 4,4'-[6,6'-(buta-1,3-diyne-1,4-diyl)bis(9-butylcarbazole-6,3-diyl)]bis(2-methylbut-3-yn-2-ol)
• 英文别名: 4-[9-Butyl-6-[4-[9-butyl-6-(3-hydroxy-3-methylbut-1-ynyl)carbazol-3-yl]buta-1,3-diynyl]carbazol-3-yl]-2-methylbut-3-yn-2-ol
• CAS: 912941-91-4
• 化学式: C₄₆H₄₄N₂O₂
• 分子量: 656.868
• InChiKey: JUIRSTQCKRZASK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.7
• 重原子数：
  50
• 可旋转键数：
  13
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  50.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,4'-[6,6'-(buta-1,3-diyne-1,4-diyl)bis(9-butylcarbazole-6,3-diyl)]bis(2-methylbut-3-yn-2-ol) 在 氢氧化钾 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 6.0h， 以96%的产率得到1,4-bis(6-ethynyl-9-butylcarbazol-3-yl)buta-1,3-diyne
  参考文献：
  名称：

  Novel Diethynylcarbazole Macrocycles:  Synthesis and Optoelectronic Properties

  摘要：

  Diethynylcarbazole macrocycles 1b and 2b have been synthesized by oxidative coupling of appropriate precursors. In particular, macrocycle 2b was prepared by bimolecular Pd-catalyzed oxidative coupling in 35% isolated yield. The spectroscopic properties of these macrocycles and their precursors were measured in detail. The films of these macrocycles by the dipping method and the Langmuir-Blodgett technique were fabricated to study their photoinduced charge-transfer properties. A rapid and steady cathodic photocurrent of these films was produced in a three-electrode cell when irradiated with white light. A possible mechanism of the photoinduced electron-transfer pathway was suggested.

  DOI：

  10.1021/jo0611869
• 作为产物：
  描述：

  9-butyl-3,6-diiodo-9H-carbazole 在 bis-triphenylphosphine-palladium(II) chloride 吡啶 、 sodium hydroxide 、 copper(l) iodide 、 copper diacetate 、 三乙胺 、 copper(l) chloride 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 94.0h， 生成 4,4'-[6,6'-(buta-1,3-diyne-1,4-diyl)bis(9-butylcarbazole-6,3-diyl)]bis(2-methylbut-3-yn-2-ol)
  参考文献：
  名称：

  Novel Diethynylcarbazole Macrocycles:  Synthesis and Optoelectronic Properties

  摘要：

  Diethynylcarbazole macrocycles 1b and 2b have been synthesized by oxidative coupling of appropriate precursors. In particular, macrocycle 2b was prepared by bimolecular Pd-catalyzed oxidative coupling in 35% isolated yield. The spectroscopic properties of these macrocycles and their precursors were measured in detail. The films of these macrocycles by the dipping method and the Langmuir-Blodgett technique were fabricated to study their photoinduced charge-transfer properties. A rapid and steady cathodic photocurrent of these films was produced in a three-electrode cell when irradiated with white light. A possible mechanism of the photoinduced electron-transfer pathway was suggested.

  DOI：

  10.1021/jo0611869

文献信息

• Novel Diethynylcarbazole Macrocycles:  Synthesis and Optoelectronic Properties
  作者：Tianyue Zhao、Zhanxiang Liu、Yabin Song、Wei Xu、Deqing Zhang、Daoben Zhu

  DOI：10.1021/jo0611869

  日期：2006.9.1

  Diethynylcarbazole macrocycles 1b and 2b have been synthesized by oxidative coupling of appropriate precursors. In particular, macrocycle 2b was prepared by bimolecular Pd-catalyzed oxidative coupling in 35% isolated yield. The spectroscopic properties of these macrocycles and their precursors were measured in detail. The films of these macrocycles by the dipping method and the Langmuir-Blodgett technique were fabricated to study their photoinduced charge-transfer properties. A rapid and steady cathodic photocurrent of these films was produced in a three-electrode cell when irradiated with white light. A possible mechanism of the photoinduced electron-transfer pathway was suggested.