2-Anthracen-9-yl-4-[(2-pyridin-2-ylimidazol-1-yl)methyl]phenol | 1446495-70-0

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 芳基萘木脂素
• 英文名称: 2-Anthracen-9-yl-4-[(2-pyridin-2-ylimidazol-1-yl)methyl]phenol
• 英文别名: 2-anthracen-9-yl-4-[(2-pyridin-2-ylimidazol-1-yl)methyl]phenol
• CAS: 1446495-70-0
• 化学式: C₂₉H₂₁N₃O
• 分子量: 427.505
• InChiKey: HAFZOEFQSQYCNB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  33
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  50.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-Anthracen-9-yl-4-[(2-pyridin-2-ylimidazol-1-yl)methyl]phenol 在 水 作用下， 以 乙腈 为溶剂， 反应 5.0h， 以95%的产率得到9-(2-hydroxy-5-((2-(pyridin-2-yl)-1H-imidazol-1-yl)methyl)phenyl)-9,10-dihydroanthracen-9-ol
  参考文献：
  名称：

  ON-OFF Luminescence Signaling of Hybrid Organic–Inorganic Switches

  摘要：

  The dyads 1(OFF) and 2(OFF) were prepared by combining the inorganic luminophores [Ru(phen)(2)(2-[imidazol-2-yl]pyridine)](2+) and (Re(CO)(3)Cl(2-[imidazol-2-yl]pyridine)] with 2-(anthracen-9-yl)-4-methylphenol as a second photoactive moiety. In both cases, the inorganic unit operates as the emitter, whereas the organic part acts as a controller. Emission of the inorganic luminophore can be reversibly switched ON and OFF by adjusting the energetic level of the (3)pi-pi* state of the appended anthracene unit through either dearomatization using a photohydration or aromatization applying a thermal dehydration. Emission of both switches is reversibly recorded and erased multiple times without significant degradation.

  DOI：

  10.1021/ic400676j
• 作为产物：
  描述：

  9-蒽硼酸 在 四(三苯基膦)钯 、 三溴化硼 、 potassium carbonate 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 56.0h， 生成 2-Anthracen-9-yl-4-[(2-pyridin-2-ylimidazol-1-yl)methyl]phenol
  参考文献：
  名称：

  ON-OFF Luminescence Signaling of Hybrid Organic–Inorganic Switches

  摘要：

  The dyads 1(OFF) and 2(OFF) were prepared by combining the inorganic luminophores [Ru(phen)(2)(2-[imidazol-2-yl]pyridine)](2+) and (Re(CO)(3)Cl(2-[imidazol-2-yl]pyridine)] with 2-(anthracen-9-yl)-4-methylphenol as a second photoactive moiety. In both cases, the inorganic unit operates as the emitter, whereas the organic part acts as a controller. Emission of the inorganic luminophore can be reversibly switched ON and OFF by adjusting the energetic level of the (3)pi-pi* state of the appended anthracene unit through either dearomatization using a photohydration or aromatization applying a thermal dehydration. Emission of both switches is reversibly recorded and erased multiple times without significant degradation.

  DOI：

  10.1021/ic400676j

文献信息

• ON-OFF Luminescence Signaling of Hybrid Organic–Inorganic Switches
  作者：Palani Natarajan、Michael Schmittel

  DOI：10.1021/ic400676j

  日期：2013.8.5

  The dyads 1(OFF) and 2(OFF) were prepared by combining the inorganic luminophores [Ru(phen)(2)(2-[imidazol-2-yl]pyridine)](2+) and (Re(CO)(3)Cl(2-[imidazol-2-yl]pyridine)] with 2-(anthracen-9-yl)-4-methylphenol as a second photoactive moiety. In both cases, the inorganic unit operates as the emitter, whereas the organic part acts as a controller. Emission of the inorganic luminophore can be reversibly switched ON and OFF by adjusting the energetic level of the (3)pi-pi* state of the appended anthracene unit through either dearomatization using a photohydration or aromatization applying a thermal dehydration. Emission of both switches is reversibly recorded and erased multiple times without significant degradation.