Cyclohexanemethanol, a-[2-(dimethylphenylsilyl)ethyl]- | 138408-02-3

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: Cyclohexanemethanol, a-[2-(dimethylphenylsilyl)ethyl]-
• 英文别名: 1-Cyclohexyl-3-(dimethyl-phenyl-silanyl)-propan-1-ol
• CAS: 138408-02-3
• 化学式: C₁₇H₂₈OSi
• 分子量: 276.494
• InChiKey: HYWJUODYNDSSAL-UHFFFAOYSA-N

物化性质

• 沸点：
  385.5±25.0 °C(Predicted)
• 密度：
  0.96±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.93
• 重原子数：
  19.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  1-Cyclohexyl-3-(dimethylphenylsilyl)prop-2-ynol 在 Rh(norbornadiene)(bis(diphenylphosphino)butane)(+)BF4(-) 咪唑 、 正丁基锂 、 Dowex 50W-200 resin 、 氢气 、 二异丁基氢化铝 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 25.0 ℃ 、9.65 MPa 条件下， 反应 108.0h， 生成 Cyclohexanemethanol, a-[2-(dimethylphenylsilyl)ethyl]-
  参考文献：
  名称：

  Exploring the reactivity of alkenes bearing silicon and/or tin in the hydroxyl-directed hydrogenation. A diastereoselective synthesis of heterobimetallic compounds

  摘要：

  The hydroxyl-directed hydrogenation of (E)- and (Z)-gamma-hydroxy vinylstannanes and silanes has been studied in the presence of (dppb)Rh(NBD)BF4 (1). Efficient routes to gamma-hydroxy stannanes and silanes have been developed. Diastereoselectivities from 60 to >500:1 were observed. A significant difference in reaction rate and pathway was observed between the (E)- and (Z)-vinylstannanes. We observed a reductive destannation process for the (Z)-stannanes which was influenced by the size of the R group. Competition studies were carried out to determine if steric or electronic effects were responsible for the reactivity patterns observed.

  DOI：

  10.1021/jo00100a023

文献信息

• Lautens, Mark; Zhang, ChunHao; Crudden, Cathleen M., Angewandte Chemie, 1992, vol. 104, # 2, p. 237 - 239
  作者：Lautens, Mark、Zhang, ChunHao、Crudden, Cathleen M.

  DOI：——

  日期：——