1,2-bis(1-dodecyl-5-iodo-1H-1,2,3-triazol-4-yl)benzene | 1310741-06-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,2-bis(1-dodecyl-5-iodo-1H-1,2,3-triazol-4-yl)benzene
• 英文别名: 1-Dodecyl-4-[2-(1-dodecyl-5-iodotriazol-4-yl)phenyl]-5-iodotriazole
• CAS: 1310741-06-0
• 化学式: C₃₄H₅₄I₂N₆
• 分子量: 800.652
• InChiKey: QJTIKJJEENPSCM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.2
• 重原子数：
  42
• 可旋转键数：
  24
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  61.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,2-bis(1-dodecyl-5-iodo-1H-1,2,3-triazol-4-yl)benzene 在 trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II) 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 17.0h， 以52%的产率得到3,4-didodecyl-3,4-dihydronaphtho[1,2-d-3,4-d']bis([1,2,3]triazole)
  参考文献：
  名称：

  Fusing Triazoles: Toward Extending Aromaticity

  摘要：

  A novel method to extend aromaticity by one benzene and two triazole rings was developed and optimized. This two-step route employs the copper-catalyzed azide-haloalkyne cycloaddition reaction of an ortho-bis(iodoacetylene) system and the subsequent intramolecular homocoupling fusion of the neighboring iodotriazoles, a process in which an additional benzene ring is formed. This versatile methodology allows one to extend the core size of chromophores and, consequently, to tune the material's properties.

  DOI：

  10.1021/ol201290q
• 作为产物：
  描述：

  1,2-二碘苯 在 N-碘代丁二酰亚胺 、 copper(l) iodide 、 四(三苯基膦)钯 、 TTTA 、 silver fluoride 、 三乙胺 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 89.0h， 生成 1,2-bis(1-dodecyl-5-iodo-1H-1,2,3-triazol-4-yl)benzene
  参考文献：
  名称：

  Fusing Triazoles: Toward Extending Aromaticity

  摘要：

  A novel method to extend aromaticity by one benzene and two triazole rings was developed and optimized. This two-step route employs the copper-catalyzed azide-haloalkyne cycloaddition reaction of an ortho-bis(iodoacetylene) system and the subsequent intramolecular homocoupling fusion of the neighboring iodotriazoles, a process in which an additional benzene ring is formed. This versatile methodology allows one to extend the core size of chromophores and, consequently, to tune the material's properties.

  DOI：

  10.1021/ol201290q