1,2-bis(naphthalen-1-ylethynyl)benzene | 1312312-18-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1,2-bis(naphthalen-1-ylethynyl)benzene
• 英文别名: 1-[2-[2-(2-Naphthalen-1-ylethynyl)phenyl]ethynyl]naphthalene
• CAS: 1312312-18-7
• 化学式: C₃₀H₁₈
• 分子量: 378.473
• InChiKey: DLCIFZADDWNIOX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1,2-bis(naphthalen-1-ylethynyl)benzene 以 异丙醇 为溶剂， 反应 24.33h， 以11%的产率得到
  参考文献：
  名称：

  Syntheses and Reactivity of Naphthalenyl-Substituted Arenediynes

  摘要：

  A series of naphthalenyl-substituted arenediynes were prepared to examine photochemical reactivity. For naphthalen-1-ylethynyl arenediyne, 350 nm photolysis resulted in a tandem [2 + 2] photocycloaddition to afford cyclobutene adducts. For naphthalen-2-ylethynyl derivatives, electron-donating methoxy substituents were found to facilitate C(1)-C(6) Bergman cyclization at 300 nm. Theoretical calculations provided further insight into thermal and photochemical reactivity.

  DOI：

  10.1021/ol201317w
• 作为产物：
  描述：

  1,2-二碘苯 、 1-乙炔基萘 在 copper(l) iodide 、 四(三苯基膦)钯 、 三乙胺 作用下， 以65%的产率得到1,2-bis(naphthalen-1-ylethynyl)benzene
  参考文献：
  名称：

  Syntheses and Reactivity of Naphthalenyl-Substituted Arenediynes

  摘要：

  A series of naphthalenyl-substituted arenediynes were prepared to examine photochemical reactivity. For naphthalen-1-ylethynyl arenediyne, 350 nm photolysis resulted in a tandem [2 + 2] photocycloaddition to afford cyclobutene adducts. For naphthalen-2-ylethynyl derivatives, electron-donating methoxy substituents were found to facilitate C(1)-C(6) Bergman cyclization at 300 nm. Theoretical calculations provided further insight into thermal and photochemical reactivity.

  DOI：

  10.1021/ol201317w