5-({5-[(5-iodo-1-naphthyl)ethynyl]-1-naphthyl}ethynyl)-N,N-dimethylnaphthalen-1-amine | 850933-61-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5-({5-[(5-iodo-1-naphthyl)ethynyl]-1-naphthyl}ethynyl)-N,N-dimethylnaphthalen-1-amine
• 英文别名: 5-[2-[5-[2-(5-iodonaphthalen-1-yl)ethynyl]naphthalen-1-yl]ethynyl]-N,N-dimethylnaphthalen-1-amine
• CAS: 850933-61-8
• 化学式: C₃₆H₂₄IN
• 分子量: 597.498
• InChiKey: SRJDDLMLLZGDTF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.62
• 重原子数：
  38.0
• 可旋转键数：
  1.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  3.24
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  1-ethynyl-5-(N,N-dimethylamino)naphthalene 、 5-({5-[(5-iodo-1-naphthyl)ethynyl]-1-naphthyl}ethynyl)-N,N-dimethylnaphthalen-1-amine 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 三乙胺 作用下， 反应 15.0h， 以76%的产率得到5-{[5-({5-[(5-{N,N-dimethylamino}-1-naphthyl)ethynyl]-1-naphthyl}ethynyl)-1-naphthyl]ethynyl}-N,N-dimethylnaphthalen-1-amine
  参考文献：
  名称：

  Synthesis of the end-capped 5-(N,N-dimethylamino)naphthyl-1-ethynyl derivatives and their 1,4-di[5-(N,N-dimethylamino)naphthyl]-1,3-butadiynes: anti rotamer structure

  摘要：

  A new family of the end-capped 5-(N,N-dimethylamino)naphthylethynyl chains were synthesized, as terminal acetylenes or poly(yne) structures, by heterocoupling between 5-iodo-N,N-dimethylnaphthalen-1-amine and 2-methyl-3-butyn-2-ol or 4-(5-iodo-1-naphthyl)-2-methyl-3-butyn-2-ol, catalyzed by the palladium-copper system. Catalytic homocoupling of the terminal acetylenes, affords to 1,4-dinaphthyl-1,3-butadiyne nanostructures. X-ray diffraction analysis of 1,4-di(alpha-naphthyl)-1,3-butadiyne shows that the naphthalene rings are in the anti configuration along the acetylene axis. All the conjugated compounds show an important fluorescent emission radiation. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.01.109
• 作为产物：
  描述：

  5-iodo-N,N-dimethylnaphthalene-1-amine 在 bis-triphenylphosphine-palladium(II) chloride sodium hydroxide 、 copper(l) iodide 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 60.0h， 生成 5-({5-[(5-iodo-1-naphthyl)ethynyl]-1-naphthyl}ethynyl)-N,N-dimethylnaphthalen-1-amine
  参考文献：
  名称：

  Synthesis of the end-capped 5-(N,N-dimethylamino)naphthyl-1-ethynyl derivatives and their 1,4-di[5-(N,N-dimethylamino)naphthyl]-1,3-butadiynes: anti rotamer structure

  摘要：

  A new family of the end-capped 5-(N,N-dimethylamino)naphthylethynyl chains were synthesized, as terminal acetylenes or poly(yne) structures, by heterocoupling between 5-iodo-N,N-dimethylnaphthalen-1-amine and 2-methyl-3-butyn-2-ol or 4-(5-iodo-1-naphthyl)-2-methyl-3-butyn-2-ol, catalyzed by the palladium-copper system. Catalytic homocoupling of the terminal acetylenes, affords to 1,4-dinaphthyl-1,3-butadiyne nanostructures. X-ray diffraction analysis of 1,4-di(alpha-naphthyl)-1,3-butadiyne shows that the naphthalene rings are in the anti configuration along the acetylene axis. All the conjugated compounds show an important fluorescent emission radiation. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.01.109