[8-[bis(1H-pyrrol-2-yl)methyl]naphthalen-1-yl] trifluoromethanesulfonate | 863323-53-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: [8-[bis(1H-pyrrol-2-yl)methyl]naphthalen-1-yl] trifluoromethanesulfonate
• CAS: 863323-53-9
• 化学式: C₂₀H₁₅F₃N₂O₃S
• 分子量: 420.412
• InChiKey: BASGCNJSXZTJHD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  83.3
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [8-[bis(1H-pyrrol-2-yl)methyl]naphthalen-1-yl] trifluoromethanesulfonate 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 barium dihydroxide 、 zinc diacetate 、 丙酸 作用下， 以 乙二醇二甲醚 、 二氯甲烷 、 水 为溶剂， 反应 90.0h， 生成 5-(8-phenylnaphth-1-yl)-10,15,20-triphenylporphyrinato zinc
  参考文献：
  名称：

  Cofacial Porphyrin−Ferrocene Dyads and a New Class of Conjugated Porphyrin

  摘要：

  [GRAPHIC]A porphyrin-ferrocene dyad has been synthesized in which there is close face-to-face contact between the two aromatic systems, providing a model for heterobimetallic polymers based on the same repeating unit. Attempts to synthesize the 2:1 adduct instead led to a remarkable intramolecular Heck-type cyclization which planarizes the system and extends the conjugation.

  DOI：

  10.1021/ol050962g
• 作为产物：
  描述：

  8-羟基-1-萘甲醛 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 0.75h， 生成 [8-[bis(1H-pyrrol-2-yl)methyl]naphthalen-1-yl] trifluoromethanesulfonate
  参考文献：
  名称：

  Cofacial Porphyrin−Ferrocene Dyads and a New Class of Conjugated Porphyrin

  摘要：

  [GRAPHIC]A porphyrin-ferrocene dyad has been synthesized in which there is close face-to-face contact between the two aromatic systems, providing a model for heterobimetallic polymers based on the same repeating unit. Attempts to synthesize the 2:1 adduct instead led to a remarkable intramolecular Heck-type cyclization which planarizes the system and extends the conjugation.

  DOI：

  10.1021/ol050962g

文献信息

• Cofacial Porphyrin−Ferrocene Dyads and a New Class of Conjugated Porphyrin
  作者：Andrew N. Cammidge、Peter J. Scaife、Gûlen Berber、David L. Hughes

  DOI：10.1021/ol050962g

  日期：2005.8.1

  [GRAPHIC]A porphyrin-ferrocene dyad has been synthesized in which there is close face-to-face contact between the two aromatic systems, providing a model for heterobimetallic polymers based on the same repeating unit. Attempts to synthesize the 2:1 adduct instead led to a remarkable intramolecular Heck-type cyclization which planarizes the system and extends the conjugation.