2-cyano-3-(6'-cyanohexa-1,3,5-triynyl)-5,6;7,8-dibenzo-1,4-dimethylbicyclo[2.2.2]oct-2-ene

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 2-cyano-3-(6'-cyanohexa-1,3,5-triynyl)-5,6;7,8-dibenzo-1,4-dimethylbicyclo[2.2.2]oct-2-ene
• 化学式: C₂₆H₁₄N₂
• 分子量: 354.411
• InChiKey: ARIJNKGAXBCQES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.98
• 重原子数：
  28.0
• 可旋转键数：
  0.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  47.58
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  9,10-二甲基蒽 、 1,8-dicyano-1,3,5,7-octatetrayne 以 甲苯 为溶剂， 反应 3.0h， 以6%的产率得到1,4-di-(2-cyano-5,6;7,8-dibenzo-1,4-dimethylbicyclo[2.2.2]oct-2-enyl)buta-1,3-diyne
  参考文献：
  名称：

  Dicyanopolyynes: A Homologuous Series of End-Capped Linear sp Carbon

  摘要：

  AbstractThe synthesis, isolation, spectroscopic characterization, and computational investigations of the rod‐shaped dicyanopolyynes 1–6 (C2nN2, n = 4–9), which are model substances for the hypothetical one‐dimensional carbon allotrope carbyne sp‐C∞, are described. Based on the trends in the spectroscopic behavior of 1–6 with increasing chain length, the electronic as well as the NMR properties of carbyne are predicted. For the investigation of the synthetic potential of this compound class, a first selected series of regioselective derivatizations is presented with the synthesis of the [4+2] and [3+2] cycloadducts 7–12.

  DOI：

  10.1002/chem.19970030718

文献信息

• Dicyanopolyynes: A Homologuous Series of End-Capped Linear sp Carbon
  作者：Günther Schermann、Thomas Grösser、Frank Hampel、Andreas Hirsch

  DOI：10.1002/chem.19970030718

  日期：1997.7

  AbstractThe synthesis, isolation, spectroscopic characterization, and computational investigations of the rod‐shaped dicyanopolyynes 1–6 (C2nN2, n = 4–9), which are model substances for the hypothetical one‐dimensional carbon allotrope carbyne sp‐C∞, are described. Based on the trends in the spectroscopic behavior of 1–6 with increasing chain length, the electronic as well as the NMR properties of carbyne are predicted. For the investigation of the synthetic potential of this compound class, a first selected series of regioselective derivatizations is presented with the synthesis of the [4+2] and [3+2] cycloadducts 7–12.