10-(2,4,6-triisopropylphenyl)-10H-benzo[b]phosphindolo[2,3-d]thiophene | 1319194-01-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 10-(2,4,6-triisopropylphenyl)-10H-benzo[b]phosphindolo[2,3-d]thiophene
• 英文别名: 10-[2,4,6-Tri(propan-2-yl)phenyl]phosphindolo[3,2-b][1]benzothiole；10-[2,4,6-tri(propan-2-yl)phenyl]phosphindolo[3,2-b][1]benzothiole
• CAS: 1319194-01-8
• 化学式: C₂₉H₃₁PS
• 分子量: 442.605
• InChiKey: UURSYEYQVSHEDM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.7
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  10-(2,4,6-triisopropylphenyl)-10H-benzo[b]phosphindolo[2,3-d]thiophene 在 双氧水 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以36%的产率得到10-oxo-10-(2,4,6-triisopropylphenyl)-10H-benzo[b]phosphindolo[2,3-d]thiophene
  参考文献：
  名称：

  Ladder-Type P,S-Bridged trans-Stilbenes

  摘要：

  Phosphole-containing pi-systems have emerged as building blocks with enormous potential as electronic materials because of the tunability of the phosphorus center. Among these, asymmetric P-bridged trans-stilbenes are still rare, and here an elegant and efficient synthesis toward such fluorescent molecular frameworks is described. Fine-tuning of the photophysical properties is attempted by enforcing the planarization of the phosphorus tripod and thus increasing the interaction between the phosphorus lone pair and the pi-system, The electronic structure of the pi-conjugated frameworks is analyzed with NMR, UV-vis and fluorescence spectroscopy, and time-dependent density functional theory (TD-DFT) calculations.

  DOI：

  10.1021/ic201116p
• 作为产物：
  描述：

  苯并噻吩 在 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 正丁基锂 、 sodium carbonate 、 溶剂黄146 作用下， 以 1,4-二氧六环 、 乙醚 、 正己烷 、 二氯甲烷 、 水 为溶剂， 反应 227.0h， 生成 10-(2,4,6-triisopropylphenyl)-10H-benzo[b]phosphindolo[2,3-d]thiophene
  参考文献：
  名称：

  Ladder-Type P,S-Bridged trans-Stilbenes

  摘要：

  Phosphole-containing pi-systems have emerged as building blocks with enormous potential as electronic materials because of the tunability of the phosphorus center. Among these, asymmetric P-bridged trans-stilbenes are still rare, and here an elegant and efficient synthesis toward such fluorescent molecular frameworks is described. Fine-tuning of the photophysical properties is attempted by enforcing the planarization of the phosphorus tripod and thus increasing the interaction between the phosphorus lone pair and the pi-system, The electronic structure of the pi-conjugated frameworks is analyzed with NMR, UV-vis and fluorescence spectroscopy, and time-dependent density functional theory (TD-DFT) calculations.

  DOI：

  10.1021/ic201116p

文献信息

• Ladder-Type <i>P</i>,<i>S</i>-Bridged <i>trans</i>-Stilbenes
  作者：Wannes Weymiens、Mark Zaal、J. Chris Slootweg、Andreas W. Ehlers、Koop Lammertsma

  DOI：10.1021/ic201116p

  日期：2011.9.5

  Phosphole-containing pi-systems have emerged as building blocks with enormous potential as electronic materials because of the tunability of the phosphorus center. Among these, asymmetric P-bridged trans-stilbenes are still rare, and here an elegant and efficient synthesis toward such fluorescent molecular frameworks is described. Fine-tuning of the photophysical properties is attempted by enforcing the planarization of the phosphorus tripod and thus increasing the interaction between the phosphorus lone pair and the pi-system, The electronic structure of the pi-conjugated frameworks is analyzed with NMR, UV-vis and fluorescence spectroscopy, and time-dependent density functional theory (TD-DFT) calculations.