Allyl 3,5-(dibenzyloxy)benzyl ether | 244207-13-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: Allyl 3,5-(dibenzyloxy)benzyl ether
• CAS: 244207-13-4
• 化学式: C₂₄H₂₄O₃
• 分子量: 360.453
• InChiKey: HBTXQDYMVPPWFJ-UHFFFAOYSA-N

物化性质

• 沸点：
  504.2±45.0 °C(Predicted)
• 密度：
  1.105±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.55
• 重原子数：
  27.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  27.69
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  Allyl 3,5-(dibenzyloxy)benzyl ether 在 9-borabicyclo[3.3.1]nonane dimer 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 20.75h， 生成 Bis[3-[3',5'-di(benzyloxy)benzyloxy]propyl]malonate
  参考文献：
  名称：

  Globular Dendrimers Involving a C60 Core and a Tetraphenyl Porphyrin Function

  摘要：

  A series of highly compact globular dendrimers, 5, 21, and 22, involving a C-60 core with a T-h symmetrical addition pattern was synthesized by way of the fivefold cyclopropanation of the fullerene-porphyrin dyad 2 with dendritic malonates in the remaining octahedral positions. Whereas 5 contains classical Frechet benzyl-ether-based systems, a new type of dendra containing a flexible spacer between the branching units was developed for the synthesis of 21 and 22. The spectroscopic, electrochemical, and photophysical properties of the tetraphenylporphyrin-zinc (Zn-TPP) chromophore within the functional dendrimers depend not only on the presence but also on the generation number of the surrounding dendra and therefore on the nanoenvironment provided by the neighboring addends. This is reflected, for example, in the bathochromic shifts of the Soret and Q-bands of the porphyrin moiety and in the shift of the first reduction potentials to more negative values for both the fullerene and porphyrin moieties with increasing generation number. Whereas in the dyad 2 a photsinduced electron transfer from the porphyrin to the fullerene can occur, dendrimers 21 and 22 show fluorescence properties and singlet oxygen formation properties (Phi(Delta) = 0.66-0.67) reminiscent to those of the parent Zn-TPP.

  DOI：

  10.1002/(sici)1521-3765(19990802)5:8<2362::aid-chem2362>3.0.co;2-5
• 作为产物：
  描述：

  3,5-二苄氧基苯甲醇 、 3-溴丙烯 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 24.5h， 以98%的产率得到Allyl 3,5-(dibenzyloxy)benzyl ether
  参考文献：
  名称：

  Globular Dendrimers Involving a C60 Core and a Tetraphenyl Porphyrin Function

  摘要：

  A series of highly compact globular dendrimers, 5, 21, and 22, involving a C-60 core with a T-h symmetrical addition pattern was synthesized by way of the fivefold cyclopropanation of the fullerene-porphyrin dyad 2 with dendritic malonates in the remaining octahedral positions. Whereas 5 contains classical Frechet benzyl-ether-based systems, a new type of dendra containing a flexible spacer between the branching units was developed for the synthesis of 21 and 22. The spectroscopic, electrochemical, and photophysical properties of the tetraphenylporphyrin-zinc (Zn-TPP) chromophore within the functional dendrimers depend not only on the presence but also on the generation number of the surrounding dendra and therefore on the nanoenvironment provided by the neighboring addends. This is reflected, for example, in the bathochromic shifts of the Soret and Q-bands of the porphyrin moiety and in the shift of the first reduction potentials to more negative values for both the fullerene and porphyrin moieties with increasing generation number. Whereas in the dyad 2 a photsinduced electron transfer from the porphyrin to the fullerene can occur, dendrimers 21 and 22 show fluorescence properties and singlet oxygen formation properties (Phi(Delta) = 0.66-0.67) reminiscent to those of the parent Zn-TPP.

  DOI：

  10.1002/(sici)1521-3765(19990802)5:8<2362::aid-chem2362>3.0.co;2-5