2,4,19,21,23,38-Hexazanonacyclo[20.16.0.03,20.05,18.06,11.012,17.024,37.025,30.031,36]octatriaconta-1,3,5(18),6,8,10,12,14,16,19,21,24(37),25,27,29,31,33,35-octadecaene

• 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: 2,4,19,21,23,38-Hexazanonacyclo[20.16.0.03,20.05,18.06,11.012,17.024,37.025,30.031,36]octatriaconta-1,3,5(18),6,8,10,12,14,16,19,21,24(37),25,27,29,31,33,35-octadecaene
• 化学式: C₃₂H₁₈N₆
• 分子量: 486.535
• InChiKey: GURGTMGZVPMNCW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  38
• 可旋转键数：
  0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3,4,5-tris[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]benzyl chloride 、 2,4,19,21,23,38-Hexazanonacyclo[20.16.0.03,20.05,18.06,11.012,17.024,37.025,30.031,36]octatriaconta-1,3,5(18),6,8,10,12,14,16,19,21,24(37),25,27,29,31,33,35-octadecaene 在 碳酸氢钠 作用下， 以 二甲基亚砜 为溶剂， 反应 24.0h， 以55%的产率得到2,21-Bis[[3,4,5-tris[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]phenyl]methyl]-2,4,19,21,23,38-hexazanonacyclo[20.16.0.03,20.05,18.06,11.012,17.024,37.025,30.031,36]octatriaconta-1(38),3,5(18),6,8,10,12,14,16,19,22,24(37),25,27,29,31,33,35-octadecaene
  参考文献：
  名称：

  荧光同晶吡嗪并烷†

  摘要：

  我们报告了高度荧光的吡嗪并酮（6,13-​​二氢六氮杂戊并五苯；氟丁二烯）的合成，这些基团在6,13个位置上具有促进其在非极性有机溶剂中的溶解度和自组装性能的基团。亲水3,4,5-三[2- [2-（2-甲氧基乙氧基）乙氧基]乙氧基]苄基（TEG 3 Bz）和疏水3,4,5-三（1-正十二烷氧基）苄基（C12 3 Bz ）基团被掺入一系列化合物1–9中，其中的氟比宾核心通过2-溴化或通过引入四个外围的苯并基团进行修饰。因此，1-3分别是亲水的6,13-​​（TEG 3 Bz）2，疏水的6,13-​​（C12 3 Bz）2和两亲的6-（TEG 3 Bz）（C12 3 Bz），其中4–6是相应的2-溴化合物，7–9是相应的[ a，c，l，n ]-四苯并化合物。几种化合物表现出热致中间相：4和7甚至在室温下也具有层状结构；8和9在较高温度下形成柱状矩形相。所有化合物均具有高荧光性，在溶液中的量子产

  DOI：

  10.1039/c6tc04628b
• 作为产物：
  描述：

  9,10-二氨基菲 、 dibenzo[f,h]pyrazino[2,3-b]quinoxaline-11,12-dicarbonitrile 在 sodium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 2.0h， 以23%的产率得到2,4,19,21,23,38-Hexazanonacyclo[20.16.0.03,20.05,18.06,11.012,17.024,37.025,30.031,36]octatriaconta-1,3,5(18),6,8,10,12,14,16,19,21,24(37),25,27,29,31,33,35-octadecaene
  参考文献：
  名称：

  Pyrazinacenes: Aza Analogues of Acenes

  摘要：

  A series of edge-sharing condensed oligopyrazine analogues of acenes, the pyrazinacenes, Were synthesized and characterized. X-ray crystallographic determinations revealed intermolecular interactions that affect the propensity of the molecules to undergo pi-pi stacking. Increasing heteroatom substitution of the acene framework induces shorter intermolecular pi-pi stacking distances (shorter than for graphite) probably due to lower van der Waals radius of nitrogen atoms. Hydrogen bonding is also a determining Factor in the ease of compounds containing reduced pyrazine rings. Combined electrochemical, electronic absorption, and computational investigations indicate the Substantial electron deficiency of the compounds composed of fused pyrazine rings. The pyrazinacenes are expected to be good candidates as materials for organic thin film transistors.

  DOI：

  10.1021/jo901832n

文献信息

• Fluorescent mesomorphic pyrazinacenes
  作者：Gary J. Richards、Shinsuke Ishihara、Jan Labuta、David Miklík、Toshiyuki Mori、Shinji Yamada、Katsuhiko Ariga、Jonathan P. Hill

  DOI：10.1039/c6tc04628b

  日期：——

  We report the synthesis of highly fluorescent pyrazinacenes (6,13-dihydrohexaazapentacene; fluorubine) containing groups at 6,13 positions that promote their solubility in non-polar organic solvents and their self-assembly properties. Hydrophilic 3,4,5-tris[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]benzyl (TEG3Bz) and hydrophobic 3,4,5-tris(1-n-dodecyloxy)benzyl (C123Bz) groups were incorporated in a series

  我们报告了高度荧光的吡嗪并酮（6,13-​​二氢六氮杂戊并五苯；氟丁二烯）的合成，这些基团在6,13个位置上具有促进其在非极性有机溶剂中的溶解度和自组装性能的基团。亲水3,4,5-三[2- [2-（2-甲氧基乙氧基）乙氧基]乙氧基]苄基（TEG 3 Bz）和疏水3,4,5-三（1-正十二烷氧基）苄基（C12 3 Bz ）基团被掺入一系列化合物1–9中，其中的氟比宾核心通过2-溴化或通过引入四个外围的苯并基团进行修饰。因此，1-3分别是亲水的6,13-​​（TEG 3 Bz）2，疏水的6,13-​​（C12 3 Bz）2和两亲的6-（TEG 3 Bz）（C12 3 Bz），其中4–6是相应的2-溴化合物，7–9是相应的[ a，c，l，n ]-四苯并化合物。几种化合物表现出热致中间相：4和7甚至在室温下也具有层状结构；8和9在较高温度下形成柱状矩形相。所有化合物均具有高荧光性，在溶液中的量子产
• Pyrazinacenes: Aza Analogues of Acenes
  作者：Gary J. Richards、Jonathan P. Hill、Navaneetha K. Subbaiyan、Francis D’Souza、Paul A. Karr、Mark R. J. Elsegood、Simon J. Teat、Toshiyuki Mori、Katsuhiko Ariga

  DOI：10.1021/jo901832n

  日期：2009.12.4

  A series of edge-sharing condensed oligopyrazine analogues of acenes, the pyrazinacenes, Were synthesized and characterized. X-ray crystallographic determinations revealed intermolecular interactions that affect the propensity of the molecules to undergo pi-pi stacking. Increasing heteroatom substitution of the acene framework induces shorter intermolecular pi-pi stacking distances (shorter than for graphite) probably due to lower van der Waals radius of nitrogen atoms. Hydrogen bonding is also a determining Factor in the ease of compounds containing reduced pyrazine rings. Combined electrochemical, electronic absorption, and computational investigations indicate the Substantial electron deficiency of the compounds composed of fused pyrazine rings. The pyrazinacenes are expected to be good candidates as materials for organic thin film transistors.