| 1446147-66-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• CAS: 1446147-66-5
• 化学式: C₂₄H₁₅N₃
• 分子量: 345.403
• InChiKey: LLXLSNARVDNIIW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.77
• 重原子数：
  27.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.57
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  在 三氟化硼乙醚 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以18%的产率得到
  参考文献：
  名称：

  Efficient synthesis of solid-emissive Boron–Fluorine derivatives

  摘要：

  A highly solid-emissive Boron-Fluorine scaffold with two conjugated alkyne groups (BOPIM-S) is facilely synthesized, which shows enhanced fluorescent intensity compared to the BOPIM dye without alkyne units. According to X-ray single crystal analysis, the terminal alkyne groups interact with atoms B, F, C and N on neighbouring molecules, producing a rigid rectangular structure, which helps to avoid energy loss via non-irradiative decay. Furthermore, BOPIM-S can undergo copper catalysed alkyne-azide-cycloaddition (CuAAC) chemistry with aromatic azides to produce conjugated molecules with high yields. According to absorption and fluorescent measurements, all these compounds synthesized by CuAAC emit large Stokes shift (over 100 nm) both in solution and in solid state. But the electronic environments of terminal aromatic rings slightly affect their photophysical properties. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.05.116
• 作为产物：
  描述：

  2-氰基吡啶 、 4-乙炔基苯甲醛 在 ammonium acetate 、 溶剂黄146 作用下， 以75%的产率得到
  参考文献：
  名称：

  Efficient synthesis of solid-emissive Boron–Fluorine derivatives

  摘要：

  A highly solid-emissive Boron-Fluorine scaffold with two conjugated alkyne groups (BOPIM-S) is facilely synthesized, which shows enhanced fluorescent intensity compared to the BOPIM dye without alkyne units. According to X-ray single crystal analysis, the terminal alkyne groups interact with atoms B, F, C and N on neighbouring molecules, producing a rigid rectangular structure, which helps to avoid energy loss via non-irradiative decay. Furthermore, BOPIM-S can undergo copper catalysed alkyne-azide-cycloaddition (CuAAC) chemistry with aromatic azides to produce conjugated molecules with high yields. According to absorption and fluorescent measurements, all these compounds synthesized by CuAAC emit large Stokes shift (over 100 nm) both in solution and in solid state. But the electronic environments of terminal aromatic rings slightly affect their photophysical properties. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.05.116