3,5-bis(dodecyloxy)isonicotinaldehyde | 1612259-22-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3,5-bis(dodecyloxy)isonicotinaldehyde
• CAS: 1612259-22-9
• 化学式: C₃₀H₅₃NO₃
• 分子量: 475.756
• InChiKey: UJBWLWNMPKMMDU-UHFFFAOYSA-N

物化性质

• 沸点：
  585.5±45.0 °C(predicted)
• 密度：
  0.941±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.49
• 重原子数：
  34.0
• 可旋转键数：
  25.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  48.42
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2,2'-二吡咯基甲烷 、 3,5-bis(dodecyloxy)isonicotinaldehyde 在 三乙胺 、 三氟乙酸 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 为溶剂， 反应 3.33h， 以20%的产率得到5,15-bis-(3,5-bis(dodecyloxy)pyridyl)porphyrin
  参考文献：
  名称：

  Ultrafast Energy Transfer in Biomimetic Multistrand Nanorings

  摘要：

  We report the synthesis of LH2-like supramolecular double- and triple-stranded complexes based upon porphyrin nanorings. Energy transfer from the antenna dimers to the pi-conjugated nanoring occurs on a subpicosecond time scale, rivaling transfer rates in natural light-harvesting systems. The presence of a second nanoring acceptor doubles the transfer rate, providing strong evidence for multidirectional energy funneling. The behavior of these systems is particularly intriguing because the local nature of the interaction may allow energy transfer into states that are, for cyclic nanorings, symmetry-forbidden in the far field. These complexes are versatile synthetic models for natural light-harvesting systems.

  DOI：

  10.1021/ja504730j
• 作为产物：
  描述：

  3,5-双(十二烷氧基)吡啶 、 N,N-二甲基甲酰胺 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 24.5h， 以50%的产率得到3,5-bis(dodecyloxy)isonicotinaldehyde
  参考文献：
  名称：

  Ultrafast Energy Transfer in Biomimetic Multistrand Nanorings

  摘要：

  We report the synthesis of LH2-like supramolecular double- and triple-stranded complexes based upon porphyrin nanorings. Energy transfer from the antenna dimers to the pi-conjugated nanoring occurs on a subpicosecond time scale, rivaling transfer rates in natural light-harvesting systems. The presence of a second nanoring acceptor doubles the transfer rate, providing strong evidence for multidirectional energy funneling. The behavior of these systems is particularly intriguing because the local nature of the interaction may allow energy transfer into states that are, for cyclic nanorings, symmetry-forbidden in the far field. These complexes are versatile synthetic models for natural light-harvesting systems.

  DOI：

  10.1021/ja504730j