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 | 1274238-86-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 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
• 英文别名: 2-[3,4-Bis[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]phenyl]-5-[7-[5-[3,4-bis[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]phenyl]-1,3,4-oxadiazol-2-yl]-2',7'-dibromo-9,9'-spirobi[fluorene]-2-yl]-1,3,4-oxadiazole；2-[3,4-bis[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]phenyl]-5-[7-[5-[3,4-bis[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]phenyl]-1,3,4-oxadiazol-2-yl]-2',7'-dibromo-9,9'-spirobi[fluorene]-2-yl]-1,3,4-oxadiazole
• CAS: 1274238-86-6
• 化学式: C₆₉H₇₈Br₂N₄O₁₈
• 分子量: 1411.2
• InChiKey: DLPZEQCOYNBFPP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  93
• 可旋转键数：
  44
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  226
• 氢给体数：
  0
• 氢受体数：
  22

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  2,7-dibromo-2',7'-di-[5-(3,4-dihydroxyphenyl)-1,3,4-oxadiazole-2-yl]-9,9'-spirobifluorene 、 对甲苯磺酸三缩乙二醇单甲醚酯 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 15.0h， 以49%的产率得到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
  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