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 | 1274238-93-5

• 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-(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
• 英文别名: 4-[2',7'-Bis[5-[3,4-bis[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]phenyl]-1,3,4-oxadiazol-2-yl]-7-(3,4-diaminophenyl)-9,9'-spirobi[fluorene]-2-yl]benzene-1,2-diamine；4-[2',7'-bis[5-[3,4-bis[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]phenyl]-1,3,4-oxadiazol-2-yl]-7-(3,4-diaminophenyl)-9,9'-spirobi[fluorene]-2-yl]benzene-1,2-diamine
• CAS: 1274238-93-5
• 化学式: C₈₁H₉₂N₈O₁₈
• 分子量: 1465.66
• InChiKey: RQIADPGGZMNYKF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  107
• 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：
  330
• 氢给体数：
  4
• 氢受体数：
  26

反应信息

• 作为反应物：
  描述：

  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 在 溶剂黄146 、 sodium nitrite 作用下， 以 甲醇 、 水 为溶剂， 反应 0.08h， 以50%的产率得到2,7-di-(5-benzotriazolyl)-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-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

文献信息

• A New Spirobifluorene-Bridged Bipolar System for a Nitric Oxide Turn-On Fluorescent Probe
  作者：Li-Yen Lin、Xiauo-Yun Lin、Francis Lin、Ken-Tsung Wong

  DOI：10.1021/ol200463m

  日期：2011.5.6

  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.