(E)-(perfluorophenyl)(4,6,8-tris(perfluorophenyl)-72,75-dihydro-11H,21H,31H,52H,71H-1(2,3),2(2,1),3,5,7(2,5)-pentapyrrolacyclooctaphane-23-yl)methanone | 1510006-40-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四吡咯及其衍生物
• 英文名称: (E)-(perfluorophenyl)(4,6,8-tris(perfluorophenyl)-72,75-dihydro-11H,21H,31H,52H,71H-1(2,3),2(2,1),3,5,7(2,5)-pentapyrrolacyclooctaphane-23-yl)methanone
• CAS: 1510006-40-2
• 化学式: C₄₈H₁₃F₂₀N₅O
• 分子量: 1055.63
• InChiKey: ONOFZHLCGUGJGI-UHFFFAOYSA-N

物化性质

• 密度：
  1.75±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  14.52
• 重原子数：
  74.0
• 可旋转键数：
  5.0
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  81.74
• 氢给体数：
  3.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以20%的产率得到(E)-(perfluorophenyl)(4,6,8-tris(perfluorophenyl)-72,75-dihydro-11H,21H,31H,52H,71H-1(2,3),2(2,1),3,5,7(2,5)-pentapyrrolacyclooctaphane-23-yl)methanone
  参考文献：
  名称：

  Macrocycle Contraction and Expansion of a Dihydrosapphyrin Isomer

  摘要：

  Cyclization of a pentapyrrane with two terminal beta-linked pyrroles afforded a dihydrosapphyrin isomer (1) with the pyrroles linked in a unique beta,alpha-alpha,beta mode, which was rather reactive, and thus it readily underwent a ring-contracted rearrangement to a pyrrolyl norrole (2), and succeeding ring expansion to a terpyrrole-containing isosmaragdyrin analogue (4). 1, 2, and 4 contain the internal ring pathways with a minimum of 17, 15, and 16 atoms, respectively. 1, 2, and 4 are almost nonfluorescent, whereas the complex of 2 with Zn2+ shows a distinct NIR emission peak at 741 nm. The unprecedented pyrrole transformation chemistry by confusion approach is illustrated.

  DOI：

  10.1021/ja4112644