(2-(3-(1,3-dioxan-2-yl)propyl)phenyl)dimethylsilane | 1438825-08-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二恶烷
• 英文名称: (2-(3-(1,3-dioxan-2-yl)propyl)phenyl)dimethylsilane
• CAS: 1438825-08-1
• 化学式: C₁₅H₂₄O₂Si
• 分子量: 264.44
• InChiKey: RGDWYXSZFVYUFB-UHFFFAOYSA-N

物化性质

• 沸点：
  342.1±22.0 °C(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.47
• 重原子数：
  18.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (2-(3-(1,3-dioxan-2-yl)propyl)phenyl)dimethylsilane 、 联硼酸频那醇酯 在 (1,5-cyclooctadiene)(methoxy)iridium(I) dimer 、 3,4,7,8-四甲基-1,10-菲罗啉 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以77%的产率得到[2-[3-(1,3-dioxan-2-yl)-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propyl]phenyl]-dimethylsilane
  参考文献：
  名称：

  Iridium-Catalyzed Borylation of Secondary Benzylic C–H Bonds Directed by a Hydrosilane

  摘要：

  Most functionalizations of C-H bonds by main-group reagents occur at aryl or methyl groups. We describe a highly regioselective borylation of secondary benzylic C-H bonds catalyzed by an iridium precursor and 3,4,7,8-tetramethyl-1,10-phenanthroline as the ligand. The reaction is directed to the benzylic position by a hydrosilyl substituent. This hydrosilyl directing group is readily deprotected or transformed to other functional groups after the borylation reaction, providing access to a diverse set of secondary benzylboronate esters by C-H borylation chemistry.

  DOI：

  10.1021/ja403462b
• 作为产物：
  描述：

  在 正丁基锂 、 sodium acetate trihydrate 、 对甲苯磺酰肼 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 36.5h， 生成 (2-(3-(1,3-dioxan-2-yl)propyl)phenyl)dimethylsilane
  参考文献：
  名称：

  Iridium-Catalyzed Borylation of Secondary Benzylic C–H Bonds Directed by a Hydrosilane

  摘要：

  Most functionalizations of C-H bonds by main-group reagents occur at aryl or methyl groups. We describe a highly regioselective borylation of secondary benzylic C-H bonds catalyzed by an iridium precursor and 3,4,7,8-tetramethyl-1,10-phenanthroline as the ligand. The reaction is directed to the benzylic position by a hydrosilyl substituent. This hydrosilyl directing group is readily deprotected or transformed to other functional groups after the borylation reaction, providing access to a diverse set of secondary benzylboronate esters by C-H borylation chemistry.

  DOI：

  10.1021/ja403462b