(Z,Z)-1-(3-bromo-2-thienyl)-6-(3-thienyl)-1,5-hexadien-3-yne | 883558-65-4

• 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: (Z,Z)-1-(3-bromo-2-thienyl)-6-(3-thienyl)-1,5-hexadien-3-yne
• 英文别名: 3-bromo-2-[(1Z,5Z)-6-thiophen-3-ylhexa-1,5-dien-3-ynyl]thiophene
• CAS: 883558-65-4
• 化学式: C₁₄H₉BrS₂
• 分子量: 321.261
• InChiKey: KJJLYNDLMFREAH-GLIMQPGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• 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：

  (Z,Z)-1-(3-bromo-2-thienyl)-6-(3-thienyl)-1,5-hexadien-3-yne 在 palladium diacetate 四丁基溴化铵 、 potassium carbonate 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 、 氘代四氢呋喃 为溶剂， 反应 2.0h， 生成 (Z)-4-(6H-cyclopenta[b]thien-6-ylidene)-4H-cyclopenta[b]thiophene 、 (E)-4-(6H-cyclopenta[b]thien-6-ylidene)-4H-cyclopenta[b]thiophene
  参考文献：
  名称：

  Novel Synthesis of Bridged Phenylthienylethenes and Dithienylethenes via Pd-Catalyzed Double-Cyclization Reactions of Diarylhexadienynes

  摘要：

  [reaction: see text] Bridged phenylthienylethenes and dithienylethenes were synthesized via Pd-catalyzed double-cyclization reactions of (Z,Z)-1,6-diaryl-1,5-hexadien-3-ynes. Pd-catalyzed as well as photoinduced Z/E isomerization of the products were also investigated.

  DOI：

  10.1021/ol0600281
• 作为产物：
  描述：

  (Z)-1-bromo-2-(3-bromo-2-thienyl)ethene 在 bis-triphenylphosphine-palladium(II) chloride 、 四(三苯基膦)钯 copper(l) iodide 、 potassium carbonate 、 二乙胺 作用下， 以 甲醇 、 苯 为溶剂， 反应 0.67h， 生成 (Z,Z)-1-(3-bromo-2-thienyl)-6-(3-thienyl)-1,5-hexadien-3-yne
  参考文献：
  名称：

  Novel Synthesis of Bridged Phenylthienylethenes and Dithienylethenes via Pd-Catalyzed Double-Cyclization Reactions of Diarylhexadienynes

  摘要：

  [reaction: see text] Bridged phenylthienylethenes and dithienylethenes were synthesized via Pd-catalyzed double-cyclization reactions of (Z,Z)-1,6-diaryl-1,5-hexadien-3-ynes. Pd-catalyzed as well as photoinduced Z/E isomerization of the products were also investigated.

  DOI：

  10.1021/ol0600281

文献信息

• Novel Synthesis of Bridged Phenylthienylethenes and Dithienylethenes via Pd-Catalyzed Double-Cyclization Reactions of Diarylhexadienynes
  作者：S. M. Abdur Rahman、Motohiro Sonoda、Miyako Ono、Koji Miki、Yoshito Tobe

  DOI：10.1021/ol0600281

  日期：2006.3.1

  [reaction: see text] Bridged phenylthienylethenes and dithienylethenes were synthesized via Pd-catalyzed double-cyclization reactions of (Z,Z)-1,6-diaryl-1,5-hexadien-3-ynes. Pd-catalyzed as well as photoinduced Z/E isomerization of the products were also investigated.