pyrene-1,6-diylbis(diphenylphosphine oxide) | 934704-51-5

• 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: pyrene-1,6-diylbis(diphenylphosphine oxide)
• 英文别名: 1,6-bis(diphenylphosphine oxide)pyrene；1,6-Bis(diphenylphosphoryl)pyrene；1,6-bis(diphenylphosphoryl)pyrene
• CAS: 934704-51-5
• 化学式: C₄₀H₂₈O₂P₂
• 分子量: 602.609
• InChiKey: QDNCXQIDUIRJRP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.3
• 重原子数：
  44
• 可旋转键数：
  6
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  pyrene-1,6-diylbis(diphenylphosphine oxide) 在 aluminum (III) chloride 、 sodium chloride 作用下， 反应 1.0h， 以66%的产率得到pyrene-2,7-diylbis(diphenylphosphine oxide)
  参考文献：
  名称：

  通过迁移的区域选择性合成2-或2,7-官能化的吡啶

  摘要：

  报道了一种由1-或1，6-取代的衍生物制备2-或2，7-官能pyr的简单方法。合成过程涉及AlCl 3 / NaCl熔体中意外的1,2-亚膦酰基迁移。通过X射线晶体学已明确证实了产物的结构。我们还证明了through通过C-P键活化的进一步功能化是可能的。否则，很难推导这2，7位。

  DOI：

  10.1021/acs.orglett.8b03270
• 作为产物：
  描述：

  1,6-di-(diphenylphosphine)-pyrene 在 双氧水 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以85%的产率得到pyrene-1,6-diylbis(diphenylphosphine oxide)
  参考文献：
  名称：

  Metallacyclophanes of 1,6-Bis(diphenylphosphino)pyrene: Excimeric Emission and Effect of Oxygen on Stability of the Rings

  摘要：

  1,6-Bis(diphenylphosphino)pyrene (L) was reacted with Ag(I) and Cu(I) ions to form metallacyclophanes [Ag2L2(OTf)(2)] (1), [Cu2L2(MeCN)(4)](2+) (2), and [Cu2L2I2] (3) which consisted of two cofacial pyrenyl rings. 1 and 2 exhibited intramolecular excimeric emissions which along with the UV-vis absorption were invoked in understanding the solution dynamics of the metallocyclophanes. The metallacyclophanes were stable toward ring-opening dissociation at concentration as low as 10(-7) M. However, air oxidation of the dangling PPh2 groups arising from metal-ligand bond dissociation drove the equilibrium toward dissociation and produced the oxidized phosphine 1,6-bis(diphenylphosphine oxide)pyrene.

  DOI：

  10.1021/ic102441b

文献信息

• PHOTOELECTRIC CONVERSION DEVICE AND SOLAR CELL USING THE SAME
  申请人：AKIYAMA Seiji

  公开号：US20120211082A1

  公开（公告）日：2012-08-23

  There is provides a photoelectric conversion device material which can be used as an electrode buffer material for a solar cell or the like and can improve durability while maintaining the interaction with an electrode and mobility; a photoelectric conversion device using the photoelectric conversion device material; and a solar cell using the photoelectric conversion device. A photoelectric conversion device containing a buffer layer and an active layer, wherein the buffer layer contains a compound represented by the following general formula (I), the active layer contains an n-type semiconductor, and the n-type semiconductor is a compound having a solubility in toluene of 0.5% by weight or more at 25° C. and having an electron mobility of 1.0×10 −6 cm 2 /Vs or more.

  提供了一种光电转换器件材料，可用作太阳能电池或类似器件的电极缓冲材料，可以提高耐久性，同时保持与电极的相互作用和移动性；使用该光电转换器件材料的光电转换器件；以及使用该光电转换器件的太阳能电池。光电转换器件包含缓冲层和活性层，其中缓冲层包含由下列通式（I）表示的化合物，活性层包含n型半导体，且该n型半导体在25℃时在甲苯中的溶解度为0.5%或更高，并具有1.0×10−6cm2/Vs或更高的电子迁移率。
• PHOTOELECTRIC CONVERSION ELEMENT AND SOLAR CELL USING SAME
  申请人：Mitsubishi Chemical Corporation

  公开号：EP2463929A1

  公开（公告）日：2012-06-13

  There is provides a photoelectric conversion device material which can be used as an electrode buffer material for a solar cell or the like and can improve durability while maintaining the interaction with an electrode and mobility; a photoelectric conversion device using the photoelectric conversion device material; and a solar cell using the photoelectric conversion device. A photoelectric conversion device containing a buffer layer and an active layer, wherein the buffer layer contains a compound represented by the following general formula (I), the active layer contains an n-type semiconductor, and the n-type semiconductor is a compound having a solubility in toluene of 0.5% by weight or more at 25°C and having an electron mobility of 1.0×10-6 cm2/Vs or more.

  本发明提供了一种光电转换装置材料，该材料可用作太阳能电池等的电极缓冲材料，并能在保持与电极的相互作用和流动性的同时提高耐用性；一种使用该光电转换装置材料的光电转换装置；以及一种使用该光电转换装置的太阳能电池。一种包含缓冲层和活性层的光电转换装置，其中缓冲层包含由以下通式(I)表示的化合物，活性层包含n型半导体，n型半导体是在25℃时在甲苯中的溶解度为0.5%（重量）或更高并且电子迁移率为1.0×10-6 cm2/Vs或更高的化合物。
• Regioselective Synthesis of 2- or 2,7-Functionalized Pyrenes via Migration
  作者：Liqi Qiu、Wei Hu、Di Wu、Zheng Duan、Francois Mathey

  DOI：10.1021/acs.orglett.8b03270

  日期：2018.12.21

  simple method for the preparation of 2- or 2,7-functional pyrenes from 1- or 1,6-substituted derivatives is reported. The synthesis involves the unexpected 1,2-phosphinyl migration in an AlCl3/NaCl melt. The structure of the product has been unambiguously confirmed by X-ray crystallography. We also demonstrated that further functionalization of pyrene through C–P bond activation is possible. These 2,7-positions

  报道了一种由1-或1，6-取代的衍生物制备2-或2，7-官能pyr的简单方法。合成过程涉及AlCl 3 / NaCl熔体中意外的1,2-亚膦酰基迁移。通过X射线晶体学已明确证实了产物的结构。我们还证明了through通过C-P键活化的进一步功能化是可能的。否则，很难推导这2，7位。
• Metallacyclophanes of 1,6-Bis(diphenylphosphino)pyrene: Excimeric Emission and Effect of Oxygen on Stability of the Rings
  作者：Jian Hu、Minh-Hai Nguyen、John H. K. Yip

  DOI：10.1021/ic102441b

  日期：2011.8.15

  1,6-Bis(diphenylphosphino)pyrene (L) was reacted with Ag(I) and Cu(I) ions to form metallacyclophanes [Ag2L2(OTf)(2)] (1), [Cu2L2(MeCN)(4)](2+) (2), and [Cu2L2I2] (3) which consisted of two cofacial pyrenyl rings. 1 and 2 exhibited intramolecular excimeric emissions which along with the UV-vis absorption were invoked in understanding the solution dynamics of the metallocyclophanes. The metallacyclophanes were stable toward ring-opening dissociation at concentration as low as 10(-7) M. However, air oxidation of the dangling PPh2 groups arising from metal-ligand bond dissociation drove the equilibrium toward dissociation and produced the oxidized phosphine 1,6-bis(diphenylphosphine oxide)pyrene.