1,3,7,9-tetramethyl-5,5-bis(pyren-1-ylethynyl)-10-(4-((trimethylsilyl)ethynyl)phenyl)-5H-5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium | 1447937-05-4

• 英文名称: 1,3,7,9-tetramethyl-5,5-bis(pyren-1-ylethynyl)-10-(4-((trimethylsilyl)ethynyl)phenyl)-5H-5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium
• CAS: 1447937-05-4
• 化学式: C₆₀H₄₅BN₂Si
• 分子量: 832.927
• InChiKey: BPIRKYYHXDGKEV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
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• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  1,3,7,9-tetramethyl-5,5-bis(pyren-1-ylethynyl)-10-(4-((trimethylsilyl)ethynyl)phenyl)-5H-5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium 在 水 、 potassium carbonate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 以77%的产率得到10-(4-ethynylphenyl)-1,3,7,9-tetramethyl-5,5-bis(pyren-1-ylethynyl)-5H-5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium
  参考文献：
  名称：

  An Artificial Light-Harvesting Array Constructed from Multiple Bodipy Dyes

  摘要：

  An artificial light-harvesting array, comprising 21 discrete chromophores arranged in a rational manner, has been synthesized and characterized fully. The design strategy follows a convergent approach that leads to a molecular-scale funnel, having an effective chromophore concentration of 0.6 M condensed into ca. 55 nm(3), able to direct the excitation energy to a focal point. A cascade of electronic energy-transfer steps occurs from the rim to the focal point, with the rate slowing down as the exciton moves toward its ultimate target. Situated midway along each branch of the V-shaped array, two chromophoric relays differ only slightly in terms of their excitation energies, and this situation facilitates reverse energy transfer. Thus, the excitation energy becomes spread around the array, a situation reminiscent of a giant holding pattern for the photon that can sample many different chromophores before being trapped by the terminal acceptor. At high photon flux under conditions of relatively slow off-load to a device, such as a solar cell, electronic energy transfer encounters one or more barriers that hinder forward progress of the exciton and thereby delays arrival of the second photon. Preliminary studies have addressed the ability of the array to function as a sensitizer for amorphous silicon solar cells.

  DOI：

  10.1021/ja4049306
• 作为产物：
  描述：

  4-碘苯甲酰氯 在 bis-triphenylphosphine-palladium(II) chloride 、 乙基溴化镁 、 二异丙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 29.0h， 生成 1,3,7,9-tetramethyl-5,5-bis(pyren-1-ylethynyl)-10-(4-((trimethylsilyl)ethynyl)phenyl)-5H-5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium
  参考文献：
  名称：

  An Artificial Light-Harvesting Array Constructed from Multiple Bodipy Dyes

  摘要：

  An artificial light-harvesting array, comprising 21 discrete chromophores arranged in a rational manner, has been synthesized and characterized fully. The design strategy follows a convergent approach that leads to a molecular-scale funnel, having an effective chromophore concentration of 0.6 M condensed into ca. 55 nm(3), able to direct the excitation energy to a focal point. A cascade of electronic energy-transfer steps occurs from the rim to the focal point, with the rate slowing down as the exciton moves toward its ultimate target. Situated midway along each branch of the V-shaped array, two chromophoric relays differ only slightly in terms of their excitation energies, and this situation facilitates reverse energy transfer. Thus, the excitation energy becomes spread around the array, a situation reminiscent of a giant holding pattern for the photon that can sample many different chromophores before being trapped by the terminal acceptor. At high photon flux under conditions of relatively slow off-load to a device, such as a solar cell, electronic energy transfer encounters one or more barriers that hinder forward progress of the exciton and thereby delays arrival of the second photon. Preliminary studies have addressed the ability of the array to function as a sensitizer for amorphous silicon solar cells.

  DOI：

  10.1021/ja4049306