1,2-dioctyl-4,5-di(3-pyrrolyl)benzene | 1443987-12-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 1,2-dioctyl-4,5-di(3-pyrrolyl)benzene
• 英文别名: 3-[4,5-dioctyl-2-(1H-pyrrol-3-yl)phenyl]-1H-pyrrole
• CAS: 1443987-12-9
• 化学式: C₃₀H₄₄N₂
• 分子量: 432.693
• InChiKey: WJEWWBXHEUHEAE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.8
• 重原子数：
  32
• 可旋转键数：
  16
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  31.6
• 氢给体数：
  2
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  六氟苯 、 1,2-dioctyl-4,5-di(3-pyrrolyl)benzene 在 caesium carbonate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 13.5h， 以12%的产率得到(12E,32E,52E,72E)-22,23,25,26,62,63,65,66-octafluoro-44,45,84,85-tetraoctyl-11H,31H,51H,71H-1,3,7(3,1),5(1,3)-tetrapyrrola-2,6(1,2),4,8(1,4)-tetrabenzenacyclooctaphane
  参考文献：
  名称：

  Donor–Acceptor Segregated Paracyclophanes Composed of Naphthobipyrrole and Stacked Fluoroarenes

  摘要：

  The expeditious synthesis of donor-acceptor segregated paracyclophanes has been achieved by a selective SNAr reaction of hexafluorobenzene with o-dipyrrolylbenzenes and subsequent cyclodehydrogenation. An orthogonally arranged D-A segregated structure was confirmed by X-ray crystallography. The combined results of DFT calculations and absorption spectra revealed the charge transfer (CT) nature from the naphthobipyrrole (donor) to the stacked fluoroarene moiety (acceptor).

  DOI：

  10.1021/ol400882q
• 作为产物：
  描述：

  1,2-dioctyl-4,5-bis(1-triisopropylsilyl-3-pyrrolyl)benzene 在 四丁基氟化铵 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 1.5h， 以88%的产率得到1,2-dioctyl-4,5-di(3-pyrrolyl)benzene
  参考文献：
  名称：

  Donor–Acceptor Segregated Paracyclophanes Composed of Naphthobipyrrole and Stacked Fluoroarenes

  摘要：

  The expeditious synthesis of donor-acceptor segregated paracyclophanes has been achieved by a selective SNAr reaction of hexafluorobenzene with o-dipyrrolylbenzenes and subsequent cyclodehydrogenation. An orthogonally arranged D-A segregated structure was confirmed by X-ray crystallography. The combined results of DFT calculations and absorption spectra revealed the charge transfer (CT) nature from the naphthobipyrrole (donor) to the stacked fluoroarene moiety (acceptor).

  DOI：

  10.1021/ol400882q