2,6′:2′,6″-terazulene | 945041-67-8

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: 2,6′:2′,6″-terazulene
• 英文别名: 6-Azulen-2-yl-2-azulen-6-ylazulene；6-azulen-2-yl-2-azulen-6-ylazulene
• CAS: 945041-67-8
• 化学式: C₃₀H₂₀
• 分子量: 380.489
• InChiKey: HAQJQUWOSDVAFQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  30
• 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：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  dimethyl 2-chloro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)azulene-1,3-dicarboxylate 在 tris-(dibenzylideneacetone)dipalladium(0) 、 四(三苯基膦)钯 、 磷酸 、 caesium carbonate 、 三环己基膦 作用下， 以 1,4-二氧六环 、 乙醇 、 水 、 甲苯 为溶剂， 反应 9.0h， 生成 2,6′:2′,6″-terazulene
  参考文献：
  名称：

  Terazulene: A High-Performance n-Type Organic Field-Effect Transistor Based on Molecular Orbital Distribution Control

  摘要：

  We present herein a linear expanded pi-conjugation system comprising azulene units: 2,6':2',6"-terazulene. This simple hydrocarbon exhibits excellent n-type transistor performance with an electron mobility of up to 0.29 cm(2) V-1 s(-1). The lowest unoccupied molecular orbital (LUMO) is well distributed over the entire molecule, whereas the highest occupied molecular orbital (HOMO) is localized at one end. These findings indicate a disadvantage of hole carrier transport and an advantage of n-type-specific transport behavior. This system presents an unconventional concept: polarity control of OFET by molecular orbital distribution control.

  DOI：

  10.1021/ja410696j

文献信息

• Terazulene: A High-Performance n-Type Organic Field-Effect Transistor Based on Molecular Orbital Distribution Control
  作者：Yuji Yamaguchi、Keisuke Ogawa、Ken-ichi Nakayama、Yoshihiro Ohba、Hiroshi Katagiri

  DOI：10.1021/ja410696j

  日期：2013.12.26

  We present herein a linear expanded pi-conjugation system comprising azulene units: 2,6':2',6"-terazulene. This simple hydrocarbon exhibits excellent n-type transistor performance with an electron mobility of up to 0.29 cm(2) V-1 s(-1). The lowest unoccupied molecular orbital (LUMO) is well distributed over the entire molecule, whereas the highest occupied molecular orbital (HOMO) is localized at one end. These findings indicate a disadvantage of hole carrier transport and an advantage of n-type-specific transport behavior. This system presents an unconventional concept: polarity control of OFET by molecular orbital distribution control.