tetra(2-thioyl)-1,4,6,8,11,13-hexazapentacene | 1415891-78-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: tetra(2-thioyl)-1,4,6,8,11,13-hexazapentacene
• 英文别名: 7,8,18,19-Tetrathiophen-2-yl-2,6,9,13,17,20-hexazapentacyclo[12.8.0.03,12.05,10.016,21]docosa-1,3,5(10),6,8,11,13,15,17,19,21-undecaene
• CAS: 1415891-78-9
• 化学式: C₃₂H₁₆N₆S₄
• 分子量: 612.783
• InChiKey: KPAXSGWBOPLAQU-UHFFFAOYSA-N

物化性质

• 熔点：
  >300 °C
• 密度：
  1.515±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  42
• 可旋转键数：
  4
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  190
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  噻吩偶姻 、 2,3,7,8-phenazine tetramine sesquihydrochloride 在 溶剂黄146 、 2-碘酰基苯甲酸 作用下， 反应 48.0h， 以54%的产率得到tetra(2-thioyl)-1,4,6,8,11,13-hexazapentacene
  参考文献：
  名称：

  Synthesis and Physical Properties of Four Hexazapentacene Derivatives

  摘要：

  In two steps from commercially available starting materials, four novel hexazapentacene derivatives have been synthesized through cyclocondensation reaction between tetraamines and 1,2-diketones. The observed optical bandgaps for 2,3,9,10-tetramethyl-1,4,6,8,11,13-hexaza-pentacene (TMHAP, 1), tetraethyl-1,4,6,8,11,13-hexaza-pentacene (TEHAP, 2), 1,2,3,4,10,11,12,13-octahydro-5,7, 9,14,16,18-hexazaheptacene (OHHAH, 3), and tetra(2-thioyl)-1,4,6,8,11,13-hexazapentacene (TTHAP, 4) are 2.55, 2.55, 2.45, and 2.25 eV, respectively. The cyclic voltammetry measurements show that all compounds exhibit one revisable reduction waves. The calculated bandgaps through DFT calculations for TMHAP (1), TEHAP (2), OHAH (3), and TTHAP (4) are 2.41, 2.41, 2.34, and 2.15 eV, respectivly, which are close to the experimental results. Our success in synthesizing hexazapentacene derivatives might offer a promising strategy to challenge larger azaacenes with more N atoms.

  DOI：

  10.1021/ja310131k