4-(1-(4-butylphenyl)-1H-phenanthro[9,10-d]imidazol-2-yl)phenylboronic acid | 1384124-32-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 4-(1-(4-butylphenyl)-1H-phenanthro[9,10-d]imidazol-2-yl)phenylboronic acid
• CAS: 1384124-32-6
• 化学式: C₃₁H₂₇BN₂O₂
• 分子量: 470.379
• InChiKey: YBZCVRHLESZPJN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.02
• 重原子数：
  36.0
• 可旋转键数：
  6.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  58.28
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-(1-(4-butylphenyl)-1H-phenanthro[9,10-d]imidazol-2-yl)phenylboronic acid 、 5-溴-2,2'-联噻吩-5'-甲醛 在 哌啶 、 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 乙腈 为溶剂， 生成 (E)-3-(5'-(4-(1-(4-butylphenyl)-1H-phenanthro[9,10-d]imidazol-2-yl)phenyl)-2,2'-bithiophen-5-yl)-2-cyanoacrylic acid
  参考文献：
  名称：

  Functionalized organic dyes containing a phenanthroimidazole donor for dye-sensitized solar cell applications

  摘要：

  Five functionalized organic dyes (H6-10) containing a phenanthroimidazole unit as an electron donor were synthesized and characterized for use in dye-sensitized solar cell (DSSC) applications. Under standard global AM 1.5 solar conditions, the DSSCs based on dye H6 displayed the best performance, with an incident photon-to-current conversion efficiency (IPCE) exceeding 70% at wavelengths of 400-530 nm, a short-circuit photocurrent density of 10.98 mA cm(-2), an open-circuit voltage of 0.68 V. a fill factor of 0.69, and an overall conversion efficiency of 5.12%. This efficiency is similar to 94% of that for JK2 cells (5.46%) and similar to 72% of that for N719 cells (7.07%) under the same conditions. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.04.074
• 作为产物：
  描述：

  2-(4-bromophenyl)-1-(4-butylphenyl)-1H-phenanthro[9,10-d]imidazole 在 正丁基锂 、 硼酸三甲酯 、 盐酸 、 水 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 4.0h， 以50%的产率得到4-(1-(4-butylphenyl)-1H-phenanthro[9,10-d]imidazol-2-yl)phenylboronic acid
  参考文献：
  名称：

  Functionalized organic dyes containing a phenanthroimidazole donor for dye-sensitized solar cell applications

  摘要：

  Five functionalized organic dyes (H6-10) containing a phenanthroimidazole unit as an electron donor were synthesized and characterized for use in dye-sensitized solar cell (DSSC) applications. Under standard global AM 1.5 solar conditions, the DSSCs based on dye H6 displayed the best performance, with an incident photon-to-current conversion efficiency (IPCE) exceeding 70% at wavelengths of 400-530 nm, a short-circuit photocurrent density of 10.98 mA cm(-2), an open-circuit voltage of 0.68 V. a fill factor of 0.69, and an overall conversion efficiency of 5.12%. This efficiency is similar to 94% of that for JK2 cells (5.46%) and similar to 72% of that for N719 cells (7.07%) under the same conditions. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.04.074