N-[chloro-[dimethyl(phenyl)silyl]boranyl]-N-ethylethanamine | 166329-99-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-[chloro-[dimethyl(phenyl)silyl]boranyl]-N-ethylethanamine
• CAS: 166329-99-3
• 化学式: C₁₂H₂₁BClNSi
• 分子量: 253.655
• InChiKey: PIQPICDBGDUNNO-UHFFFAOYSA-N

物化性质

• 沸点：
  279.7±23.0 °C(Predicted)
• 密度：
  0.95±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.75
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-[chloro-[dimethyl(phenyl)silyl]boranyl]-N-ethylethanamine 在 allyl(cyclopentadiene)palladium(II) 、 三苯基膦 作用下， 以 正己烷 、 甲苯 为溶剂， 反应 9.0h， 生成 3-(dimethylphenylsilyl)-5-phenyl-2-((4R,5R)-4,5-dimethyl-1,3,2-dioxaborolan-2-yl)-1-pentene
  参考文献：
  名称：

  Enantioface-Selective Palladium-Catalyzed Silaboration of Allenes via Double Asymmetric Induction

  摘要：

  Enantioenriched beta-borylallylsilanes were synthesized by palladium-catalyzed enantioface-selective addition of the silicon-boron bond to terminal allenes using a palladium catalyst possessing a chiral monodentate phosphine ligand. Use of a silylborane bearing a chiral auxiliary on the boron atom was beneficial to gain enantioface selectivities as high as 96% de.

  DOI：

  10.1021/ja0368958
• 作为产物：
  描述：

  乙酰氯 、 (dimethylphenylsilyl)bis(diethylamino)borane 以 乙醚 为溶剂， 以86%的产率得到N-[chloro-[dimethyl(phenyl)silyl]boranyl]-N-ethylethanamine
  参考文献：
  名称：

  甲硅烷基硼烷的合成与反应性

  摘要：

  Several representative silylboranes, including B-(phenyldimethylsilyl)catecholborane (7), were prepared and their reactivity explored. The reaction of silylboranes with either vinyllithium or lithium acetylide generated the corresponding silylborates which rearrange upon treatment with I-2, producing the vinyl-silane and silyl acetylide, respectively. The reaction of 7 with ethyl diazoacetate yielded ethyl (phenyldimethylsilyl)acetate upon hydrolysis.

  DOI：

  10.1021/om00006a064