DTP-Q | 1020003-16-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: DTP-Q
• 英文别名: 2-[10-(Dicyanomethylidene)-7-(4-hexylphenyl)-3,11-dithia-7-azatricyclo[6.3.0.02,6]undeca-1,5,8-trien-4-ylidene]propanedinitrile
• CAS: 1020003-16-0
• 化学式: C₂₆H₁₉N₅S₂
• 分子量: 465.602
• InChiKey: MNKQXBBJYIABDN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  149
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  四氰基乙烯 、 N-(p-hexylphenyl)dithieno[3,2-b:2',3'-d]pyrrole 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以56.5%的产率得到TCV-DTP
  参考文献：
  名称：

  Reduced Band Gap Dithieno[3,2-b:2‘,3‘-d]pyrroles:  New n-Type Organic Materials via Unexpected Reactivity

  摘要：

  Direct addition of tetracyanoethylene to N-(p-hexylphenyl)dithieno[3,2-6:2',3'-d]pyrrole yields not only the aromatic mono- and bis-tricyanovinyl-substituted products but also a quinoidal product with dicyanomethylene groups. The analogous reaction with dithieno[3,2-b:2',3'-d]thiophene yields exclusively the aromatic mono-tricyanovinyl product. The aromatic and quinoidal products possess red-shifted absorptions, increased electron affinities, and favorable pi-stacking motifs in comparison to the unsubstituted oligomers.

  DOI：

  10.1021/ol8002018

文献信息

• Reduced Band Gap Dithieno[3,2-<i>b</i>:2‘,3‘-<i>d</i>]pyrroles:  New n-Type Organic Materials via Unexpected Reactivity
  作者：Ted M. Pappenfus、Bethany J. Hermanson、Tyler J. Helland、Garett G. W. Lee、Steven M. Drew、Kent R. Mann、Kari A. McGee、Seth C. Rasmussen

  DOI：10.1021/ol8002018

  日期：2008.4.1

  Direct addition of tetracyanoethylene to N-(p-hexylphenyl)dithieno[3,2-6:2',3'-d]pyrrole yields not only the aromatic mono- and bis-tricyanovinyl-substituted products but also a quinoidal product with dicyanomethylene groups. The analogous reaction with dithieno[3,2-b:2',3'-d]thiophene yields exclusively the aromatic mono-tricyanovinyl product. The aromatic and quinoidal products possess red-shifted absorptions, increased electron affinities, and favorable pi-stacking motifs in comparison to the unsubstituted oligomers.