1,6-bis(2-furyl)pyrene | 1550224-24-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 1,6-bis(2-furyl)pyrene
• 英文别名: 1,6-di(2-furyl)pyrene；2-[6-(Furan-2-yl)pyren-1-yl]furan；2-[6-(furan-2-yl)pyren-1-yl]furan
• CAS: 1550224-24-2
• 化学式: C₂₄H₁₄O₂
• 分子量: 334.374
• InChiKey: LFQNSFBJRJRWJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  芘 、 2-(三丁基锡烷基)呋喃 在 溴 、 四(三苯基膦)钯 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 96.0h， 以70%的产率得到1,6-bis(2-furyl)pyrene
  参考文献：
  名称：

  Furyl derivatives of pyrene: Efficient synthesis and relevant optical properties

  摘要：

  A series of various furyl derivatives of pyrene were synthesized by Stille cross-coupling procedure. Their structures were characterized by nuclear magnetic resonance, and elemental analysis. Optical properties of the synthesized materials as well as their energy levels were investigated by ultraviolet-visible absorption supported by fluorescence spectra. All of the studied compounds exhibit fluorescence with energy peaks dependent on the number of furyl substituents. Furthermore, quantum mechanical modeling method of obtained materials are studied. Experimental data are focused on quantum chemical calculations. Highest occupied molecular and lowest unoccupied molecular orbitals are delocalized uniformly on both pyrene core and furyl substituents. Furanyl-pyrene hybrids are potentially good materials for optical applications mainly due to their optical and charge transport properties, which are also desired for electronic applications. (C) 2013 Published by Elsevier Ltd.

  DOI：

  10.1016/j.dyepig.2013.11.005

文献信息

• Furyl derivatives of pyrene: Efficient synthesis and relevant optical properties
  作者：Krzysztof R. Idzik、Przemyslaw Ledwon、Tobias Licha、Wojciech Kuznik、Mieczyslaw Lapkowski、Jaroslaw Frydel

  DOI：10.1016/j.dyepig.2013.11.005

  日期：2014.4

  A series of various furyl derivatives of pyrene were synthesized by Stille cross-coupling procedure. Their structures were characterized by nuclear magnetic resonance, and elemental analysis. Optical properties of the synthesized materials as well as their energy levels were investigated by ultraviolet-visible absorption supported by fluorescence spectra. All of the studied compounds exhibit fluorescence with energy peaks dependent on the number of furyl substituents. Furthermore, quantum mechanical modeling method of obtained materials are studied. Experimental data are focused on quantum chemical calculations. Highest occupied molecular and lowest unoccupied molecular orbitals are delocalized uniformly on both pyrene core and furyl substituents. Furanyl-pyrene hybrids are potentially good materials for optical applications mainly due to their optical and charge transport properties, which are also desired for electronic applications. (C) 2013 Published by Elsevier Ltd.