4-(4-cyanophenyl)-1,2,3,3a,4,8b-hexahydrocyclopenta[b]indole | 1239917-31-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-(4-cyanophenyl)-1,2,3,3a,4,8b-hexahydrocyclopenta[b]indole
• CAS: 1239917-31-7
• 化学式: C₁₈H₁₆N₂
• 分子量: 260.338
• InChiKey: TZSDRBDHMMZRLO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.35
• 重原子数：
  20.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  27.03
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  4-(4-cyanophenyl)-1,2,3,3a,4,8b-hexahydrocyclopenta[b]indole 、 N,N-二甲基甲酰胺 在 三氯氧磷 作用下， 以74%的产率得到4-(4-cyanophenyl)-1,2,3,3a,4,8b-hexahydrocyclopenta[b]indole-7-carbaldehyde
  参考文献：
  名称：

  Substituent effects in a double rhodanine indoline dye on performance of zinc oxide dye-sensitized solar cell

  摘要：

  The solar-light-to-electricity conversion efficiency of substituted indoline dyes depended on short-circuit photocurrent density which is affected by maximum incident photon-to-current efficiency. The oxidation potential of the double rhodanine indoline dyes needed to be >similar to 0.2 V vs Fc/Fc(+) in acetonitrile to show high incident photon-to-current efficiency in a zinc oxide, dye-sensitized solar cell. To make a molecular design of highly efficient indoline dyes, the HOMO energy level should be more negative than similar to-4.9 eV by the DFT calculations. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2009.12.009
• 作为产物：
  描述：

  1,2,3,3a,4,8b-六氢环戊二烯并[b]吲哚 、 4-溴苯腈 在 三叔丁基膦 、 palladium diacetate 、 potassium carbonate 作用下， 以 甲苯 为溶剂， 反应 72.0h， 以85%的产率得到4-(4-cyanophenyl)-1,2,3,3a,4,8b-hexahydrocyclopenta[b]indole
  参考文献：
  名称：

  Substituent effects in a double rhodanine indoline dye on performance of zinc oxide dye-sensitized solar cell

  摘要：

  The solar-light-to-electricity conversion efficiency of substituted indoline dyes depended on short-circuit photocurrent density which is affected by maximum incident photon-to-current efficiency. The oxidation potential of the double rhodanine indoline dyes needed to be >similar to 0.2 V vs Fc/Fc(+) in acetonitrile to show high incident photon-to-current efficiency in a zinc oxide, dye-sensitized solar cell. To make a molecular design of highly efficient indoline dyes, the HOMO energy level should be more negative than similar to-4.9 eV by the DFT calculations. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2009.12.009