1,3-bis(3,5-dimethoxyphenyl)-2-phenyldibenzo[e,g]isophosphindole 2-sulfide | 1370636-49-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 1,3-bis(3,5-dimethoxyphenyl)-2-phenyldibenzo[e,g]isophosphindole 2-sulfide
• 英文别名: 1,3-Bis(3,5-dimethoxyphenyl)-2-phenyl-2-sulfanylidenephenanthro[9,10-c]phosphole；1,3-bis(3,5-dimethoxyphenyl)-2-phenyl-2-sulfanylidenephenanthro[9,10-c]phosphole
• CAS: 1370636-49-9
• 化学式: C₃₈H₃₁O₄PS
• 分子量: 614.702
• InChiKey: AFOGNVWPUIBCML-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.4
• 重原子数：
  44
• 可旋转键数：
  7
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  69
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,3-bis(3,5-dimethoxyphenyl)-2-phenyldibenzo[e,g]isophosphindole 2-sulfide 在 碘 、 methyloxirane 作用下， 以 甲苯 为溶剂， 反应 20.0h， 以20%的产率得到10,12,20,22-Tetramethoxy-16-phenyl-16-sulfanylidene-16lambda5-phosphaoctacyclo[15.12.0.02,15.03,8.04,28.09,14.018,23.024,29]nonacosa-1(17),2(15),3,5,7,9(14),10,12,18(23),19,21,24,26,28-tetradecaene
  参考文献：
  名称：

  Dibenzophosphapentaphenes: Exploiting P Chemistry for Gap Fine-Tuning and Coordination-Driven Assembly of Planar Polycyclic Aromatic Hydrocarbons

  摘要：

  A synthetic route to planar P-modified polycylic aromatic hydrocarbons (PAHs) is described. The presence of a reactive sigma(3),lambda(3)-P moiety within the sp(2)-carbon scaffold allows the preparation of a new family of PAHs displaying tunable optical and redox properties. Their frontier molecular orbitals (MOs) are derived from the corresponding phosphole MOs and show extended conjugation with the entire pi framework. The coordination ability of the P center allows the coordination-driven assembly of two molecular PAHs onto a Au-I ion.

  DOI：

  10.1021/ja300171y
• 作为产物：
  描述：

  在 sulfur 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以370 mg的产率得到1,3-bis(3,5-dimethoxyphenyl)-2-phenyldibenzo[e,g]isophosphindole 2-sulfide
  参考文献：
  名称：

  Dibenzophosphapentaphenes: Exploiting P Chemistry for Gap Fine-Tuning and Coordination-Driven Assembly of Planar Polycyclic Aromatic Hydrocarbons

  摘要：

  A synthetic route to planar P-modified polycylic aromatic hydrocarbons (PAHs) is described. The presence of a reactive sigma(3),lambda(3)-P moiety within the sp(2)-carbon scaffold allows the preparation of a new family of PAHs displaying tunable optical and redox properties. Their frontier molecular orbitals (MOs) are derived from the corresponding phosphole MOs and show extended conjugation with the entire pi framework. The coordination ability of the P center allows the coordination-driven assembly of two molecular PAHs onto a Au-I ion.

  DOI：

  10.1021/ja300171y

文献信息

• Topologically diverse polycyclic aromatic hydrocarbons from pericyclic reactions with polyaromatic phospholes
  作者：Réka Mokrai、Rózsa Szűcs、Matthew P. Duffy、Vincent Dorcet、Thierry Roisnel、Zoltán Benkő、László Nyulászi、Pierre-Antoine Bouit、Muriel Hissler

  DOI：10.1039/d1nj01194d

  日期：——

  Polycyclic Aromatic Hydrocarbons (PAHs) with planar, twisted and negatively curved topologies were obtained from polycyclic phospholes using pericyclic reactions. Deviation from planarity is due to steric interactions between the PAH core and the ester substituents. These structural effects on the optical and redox properties were studied and rationalized through DFT calculations. This synthetic approach

  使用周环反应从多环磷脂中获得具有平面，扭曲和负弯曲拓扑的多环芳烃（PAH）。与平面度的偏离是由于PAH核与酯取代基之间的空间相互作用。通过DFT计算研究了这些结构对光学和氧化还原特性的影响并使其合理化。因此，这种合成方法可以制备拓扑多样的PAH，从而可以微调其电子性能，并在有机电子领域具有潜在的应用前景。