Bromo bis[3-[3',5'-di(benzyloxy)benzyloxy]propyl]malonate | 244207-20-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Bromo bis[3-[3',5'-di(benzyloxy)benzyloxy]propyl]malonate
• 英文别名: Bis[3-[[3,5-bis(phenylmethoxy)phenyl]methoxy]propyl] 2-bromopropanedioate
• CAS: 244207-20-3
• 化学式: C₅₁H₅₁BrO₁₀
• 分子量: 903.864
• InChiKey: NZDBBESJUNSFKY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.3
• 重原子数：
  62
• 可旋转键数：
  28
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  108
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  足球烯 、 Bromo bis[3-[3',5'-di(benzyloxy)benzyloxy]propyl]malonate 在 sodium hydride 作用下， 以 甲苯 为溶剂， 反应 72.0h， 以41%的产率得到1,2-Bis[3-[3',5'-di(benzyloxy)benzyloxy]propoxycarbonyl]methano-1,2-dihydro-[60]fullerene
  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：

  Allyl 3,5-(dibenzyloxy)benzyl ether 在 9-borabicyclo[3.3.1]nonane dimer 、 四溴化碳 、 sodium hydride 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 为溶剂， 反应 22.75h， 生成 Bromo 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