2,7-di-(4-amino-3-nitrophenyl)-2',7'-di-[5-[3,4-bis[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]phenyl]-1,3,4-oxadiazole-2-yl]-9,9'-spirobifluorene | 1274238-87-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 2,7-di-(4-amino-3-nitrophenyl)-2',7'-di-[5-[3,4-bis[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]phenyl]-1,3,4-oxadiazole-2-yl]-9,9'-spirobifluorene
• 英文别名: 4-[7-(4-Amino-3-nitrophenyl)-2',7'-bis[5-[3,4-bis[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]phenyl]-1,3,4-oxadiazol-2-yl]-9,9'-spirobi[fluorene]-2-yl]-2-nitroaniline；4-[7-(4-amino-3-nitrophenyl)-2',7'-bis[5-[3,4-bis[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]phenyl]-1,3,4-oxadiazol-2-yl]-9,9'-spirobi[fluorene]-2-yl]-2-nitroaniline
• CAS: 1274238-87-7
• 化学式: C₈₁H₈₈N₈O₂₂
• 分子量: 1525.63
• InChiKey: KDAGYYKPNCVJAM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.4
• 重原子数：
  111
• 可旋转键数：
  46
• 环数：
  12.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  369
• 氢给体数：
  2
• 氢受体数：
  28

反应信息

• 作为反应物：
  描述：

  2,7-di-(4-amino-3-nitrophenyl)-2',7'-di-[5-[3,4-bis[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]phenyl]-1,3,4-oxadiazole-2-yl]-9,9'-spirobifluorene 在 盐酸 、 tin 作用下， 以 四氢呋喃 、 水 为溶剂， 以67%的产率得到2,7-di-(3,4-diaminophenyl)-2',7'-di-[5-[3,4-bis[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]phenyl]-1,3,4-oxadiazole-2-yl]-9,9'-spirobifluorene
  参考文献：
  名称：

  A New Spirobifluorene-Bridged Bipolar System for a Nitric Oxide Turn-On Fluorescent Probe

  摘要：

  A new spirobifluorene-bridged bipolar molecule (EDADO) as a nitric oxide (NO) turn-on fluorescent probe was designed and synthesized. The fluorescence of EDADO is strongly quenched by photoinduced electron transfer (PET) from the electron-donating o-phenylenediamine-containing biphenyl branch to the orthogonally arranged electron-accepting 1,3,4-oxadiazole-containing conjugated oligoaryl system. Upon reacting with NO, EDADO is converted to EDADO-T, which exhibits strong fluorescence due to the suppression of PET.

  DOI：

  10.1021/ol200463m
• 作为产物：
  描述：

  4-氨基-3-硝基苯硼酸频那醇酯 、 2,7-dibromo-2',7'-di-[5-[3,4-bis[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]phenyl]-1,3,4-oxadiazole-2-yl]-9,9'-spirobifluorene 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 12.0h， 以94%的产率得到2,7-di-(4-amino-3-nitrophenyl)-2',7'-di-[5-[3,4-bis[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]phenyl]-1,3,4-oxadiazole-2-yl]-9,9'-spirobifluorene
  参考文献：
  名称：

  A New Spirobifluorene-Bridged Bipolar System for a Nitric Oxide Turn-On Fluorescent Probe

  摘要：

  A new spirobifluorene-bridged bipolar molecule (EDADO) as a nitric oxide (NO) turn-on fluorescent probe was designed and synthesized. The fluorescence of EDADO is strongly quenched by photoinduced electron transfer (PET) from the electron-donating o-phenylenediamine-containing biphenyl branch to the orthogonally arranged electron-accepting 1,3,4-oxadiazole-containing conjugated oligoaryl system. Upon reacting with NO, EDADO is converted to EDADO-T, which exhibits strong fluorescence due to the suppression of PET.

  DOI：

  10.1021/ol200463m