2,7-di-(4-amino-3-nitrophenyl)-9,9'-spirobifluorene | 1274238-88-8

• 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)-9,9'-spirobifluorene
• CAS: 1274238-88-8
• 化学式: C₃₇H₂₄N₄O₄
• 分子量: 588.622
• InChiKey: UTQBBPJNCMLWEQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.34
• 重原子数：
  45.0
• 可旋转键数：
  4.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  138.32
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2,7-di-(4-amino-3-nitrophenyl)-9,9'-spirobifluorene 在 盐酸 、 tin(ll) chloride 、 sodium nitrite 作用下， 以 水 为溶剂， 反应 1.42h， 生成 2,7-di-(5-benzotriazolyl)-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-溴-2-硝基苯胺 、 2，7-二硼酸酯-9，9'-螺二芴 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 反应 12.0h， 以50%的产率得到2,7-di-(4-amino-3-nitrophenyl)-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