(5-oxo-4-methoxycarbonylhexyl)tributylstannane | 195876-23-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: (5-oxo-4-methoxycarbonylhexyl)tributylstannane
• 英文别名: methyl 2-acetyl-5-tributylstannylpentanoate
• CAS: 195876-23-4
• 化学式: C₂₀H₄₀O₃Sn
• 分子量: 447.246
• InChiKey: HTKPBGNOQWHNEY-UHFFFAOYSA-N

物化性质

• 沸点：
  452.7±55.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.99
• 重原子数：
  24.0
• 可旋转键数：
  15.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  43.37
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (5-oxo-4-methoxycarbonylhexyl)tributylstannane 在 NaOH 作用下， 以 甲醇 、 水 为溶剂， 以87%的产率得到Tributyl-<5-oxo-hexyl>-stannan
  参考文献：
  名称：

  Intramolecular Assistance of Electron Transfer. Oxidative Cleavage of the Carbon−Tin Bond of Tetraalkylstannanes

  摘要：

  Experimental and theoretical studies of intramolecular assistance by carbonyl groups and heteroatoms in the electron transfer driven cleavage of the carbon-tin bond of tetraalkylstannanes has been carried out. Carbonyl groups and heteroatoms (oxygen and nitrogen) in an appropriate position of tetraalkylstannane facilitate the electron transfer and selective cleavage of the carbon-tin bond. Although the coordination of the carbonyl groups and heteroatoms to tin was not detected in the neutral molecules, molecular orbital calculations indicate that the coordination of such groups to tin in the cation radical intermediate stabilizes the system and weakens the carbon-tin bond. These results offer striking examples of the intramolecular assistance of electron transfer driven reactions.

  DOI：

  10.1021/ja970899t