1,1-bis-[4-(3,5-bis[3-(phenoxy)propyloxy]benzyloxy)phenyl]-1-[4-([3-(3-phenoxy)propyloxy]-5-[3-bromopropyloxy]benzyloxy)phenyl]ethane | 324077-20-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 1,1-bis-[4-(3,5-bis[3-(phenoxy)propyloxy]benzyloxy)phenyl]-1-[4-([3-(3-phenoxy)propyloxy]-5-[3-bromopropyloxy]benzyloxy)phenyl]ethane
• CAS: 324077-20-5
• 化学式: C₈₉H₉₁BrO₁₄
• 分子量: 1464.6
• InChiKey: YVKAMBHXFWATHQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  20.18
• 重原子数：
  104.0
• 可旋转键数：
  46.0
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  129.22
• 氢给体数：
  0.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  sodium phenylselenide 、 1,1-bis-[4-(3,5-bis[3-(phenoxy)propyloxy]benzyloxy)phenyl]-1-[4-([3-(3-phenoxy)propyloxy]-5-[3-bromopropyloxy]benzyloxy)phenyl]ethane 在 sodium ethanolate 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 24.0h， 以78%的产率得到1,1-bis[4-(3,5-bis[3-(phenoxy)propyloxy]benzyloxy)phenyl]ethane
  参考文献：
  名称：

  Dendrimeric Organochalcogen Catalysts for the Activation of Hydrogen Peroxide:  Improved Catalytic Activity through Statistical Effects and Cooperativity in Successive Generations

  摘要：

  Dendrimeric polyphenylsulfides, -selenides, and -tellurides are prepared in high yield using propyloxy spacers to connect the phenylchalcogeno groups to the dendrimeric core. The selenides and tellurides catalyze the oxidation of bromide with hydrogen peroxide to give positive bromine species that can be captured by cyclohexene in two-phase systems. The corresponding sulfides show no catalytic activity. The increase in the rate of catalysis followed statistical effects for 1, 6, and 12 phenyltelluro groups. However, the increase in the rate of catalysis exceeds statistical contributions for the first few generations with 1, 3, 6, and 12 phenylseleno groups and suggested cooperativity among phenylseleno groups. The increase in catalytic rate was lost upon replacing all but one phenylseleno group with phenoxy groups. On the basis of H2O2 consumed, the dendrimer with 12 phenylseleno groups has a turnover number of >60 000 mol of H2O2 consumed per mole of catalyst.

  DOI：

  10.1021/ja002649+
• 作为产物：
  描述：

  Methanesulfonic acid 3-[3-[4-(1,1-bis-{4-[3,5-bis-(3-phenoxy-propoxy)-benzyloxy]-phenyl}-ethyl)-phenoxymethyl]-5-(3-phenoxy-propoxy)-phenoxy]-propyl ester 在 lithium bromide 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 1,1-bis-[4-(3,5-bis[3-(phenoxy)propyloxy]benzyloxy)phenyl]-1-[4-([3-(3-phenoxy)propyloxy]-5-[3-bromopropyloxy]benzyloxy)phenyl]ethane
  参考文献：
  名称：

  Dendrimeric Organochalcogen Catalysts for the Activation of Hydrogen Peroxide:  Improved Catalytic Activity through Statistical Effects and Cooperativity in Successive Generations

  摘要：

  Dendrimeric polyphenylsulfides, -selenides, and -tellurides are prepared in high yield using propyloxy spacers to connect the phenylchalcogeno groups to the dendrimeric core. The selenides and tellurides catalyze the oxidation of bromide with hydrogen peroxide to give positive bromine species that can be captured by cyclohexene in two-phase systems. The corresponding sulfides show no catalytic activity. The increase in the rate of catalysis followed statistical effects for 1, 6, and 12 phenyltelluro groups. However, the increase in the rate of catalysis exceeds statistical contributions for the first few generations with 1, 3, 6, and 12 phenylseleno groups and suggested cooperativity among phenylseleno groups. The increase in catalytic rate was lost upon replacing all but one phenylseleno group with phenoxy groups. On the basis of H2O2 consumed, the dendrimer with 12 phenylseleno groups has a turnover number of >60 000 mol of H2O2 consumed per mole of catalyst.

  DOI：

  10.1021/ja002649+