14-Nitrononacyclo[14.6.6.65,12.02,15.04,13.06,11.017,22.023,28.029,34]tetratriaconta-2,4(13),6,8,10,14,17,19,21,23,25,27,29,31,33-pentadecaen-3-ol | 875468-21-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 14-Nitrononacyclo[14.6.6.65,12.02,15.04,13.06,11.017,22.023,28.029,34]tetratriaconta-2,4(13),6,8,10,14,17,19,21,23,25,27,29,31,33-pentadecaen-3-ol
• CAS: 875468-21-6
• 化学式: C₃₄H₂₁NO₃
• 分子量: 491.546
• InChiKey: PUBAMGDMDARPQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  38
• 可旋转键数：
  0
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  三氟甲磺酸酐 、 14-Nitrononacyclo[14.6.6.65,12.02,15.04,13.06,11.017,22.023,28.029,34]tetratriaconta-2,4(13),6,8,10,14,17,19,21,23,25,27,29,31,33-pentadecaen-3-ol 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以90%的产率得到(14-Nitro-3-nonacyclo[14.6.6.65,12.02,15.04,13.06,11.017,22.023,28.029,34]tetratriaconta-2,4(13),6,8,10,14,17,19,21,23,25,27,29,31,33-pentadecaenyl) trifluoromethanesulfonate
  参考文献：
  名称：

  新型卤代戊四烯砌块的合成

  摘要：

  中央环卤化pentiptycene酚的合成12 - 14和二卤代pentiptycenes 15 - 17进行报告。还证明了它们作为通过Sonogashira，Heck和Suzuki反应制备新的戊四烯衍生的π共轭体系的基础材料的效用。

  DOI：

  10.1021/ol900127m
• 作为产物：
  描述：

  (14-Nitro-3-nonacyclo[14.6.6.65,12.02,15.04,13.06,11.017,22.023,28.029,34]tetratriaconta-2,4(13),6,8,10,14,17,19,21,23,25,27,29,31,33-pentadecaenyl) trifluoromethanesulfonate 在 potassium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以99%的产率得到14-Nitrononacyclo[14.6.6.65,12.02,15.04,13.06,11.017,22.023,28.029,34]tetratriaconta-2,4(13),6,8,10,14,17,19,21,23,25,27,29,31,33-pentadecaen-3-ol
  参考文献：
  名称：

  Pentiptycene Building Blocks Derived from Nucleophilic Aromatic Substitution of Pentiptycene Triflates and Halides

  摘要：

  The nucleophilic aromatic substitution (S(N)Ar) reactions of the nitro-substituted pentiptycene triflate 15 with LiBr and LiI and the resulting halides 18 and 19 with N(3)(-), CN(-), and ArS(-) in DMF provide an efficient route toward pentiptycene halides and dihalides and other new pentiptycene building blocks. The reactivity of diaminopentiptycene in Pd-catalyzed C-N coupling reactions is also demonstrated.

  DOI：

  10.1021/jo100812z

文献信息

• Synthesis of New Halogenated Pentiptycene Building Blocks
  作者：Jye-Shane Yang、Jyu-Lun Yan、Ying-Xue Jin、Wei-Ting Sun、Ming-Che Yang

  DOI：10.1021/ol900127m

  日期：2009.3.19

  The synthesis of central-ring halogenated pentiptycene phenols 12−14 and dihalogenated pentiptycenes 15−17 is reported. Their utilities as building blocks for preparing new pentiptycene-derived π-conjugated systems through the Sonogashira, Heck, and Suzuki reactions are also demonstrated.

  中央环卤化pentiptycene酚的合成12 - 14和二卤代pentiptycenes 15 - 17进行报告。还证明了它们作为通过Sonogashira，Heck和Suzuki反应制备新的戊四烯衍生的π共轭体系的基础材料的效用。
• Pentiptycene Building Blocks Derived from Nucleophilic Aromatic Substitution of Pentiptycene Triflates and Halides
  作者：Sandip Kumar Kundu、Wei Shyang Tan、Jyu-Lun Yan、Jye-Shane Yang

  DOI：10.1021/jo100812z

  日期：2010.7.2

  The nucleophilic aromatic substitution (S(N)Ar) reactions of the nitro-substituted pentiptycene triflate 15 with LiBr and LiI and the resulting halides 18 and 19 with N(3)(-), CN(-), and ArS(-) in DMF provide an efficient route toward pentiptycene halides and dihalides and other new pentiptycene building blocks. The reactivity of diaminopentiptycene in Pd-catalyzed C-N coupling reactions is also demonstrated.