二丁基(苯基)锡,锂 | 144437-63-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 二丁基(苯基)锡,锂
• CAS: 144437-63-8
• 化学式: C₁₄H₂₃LiSn
• 分子量: 316.988
• InChiKey: RAHRHKFEQOINTD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.61
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  二丁基(苯基)锡,锂 、 2,3-cis-epoxybutane 以 四氢呋喃 为溶剂， 以45%的产率得到(2R,3R)-3-[dibutyl(phenyl)stannyl]butan-2-ol
  参考文献：
  名称：

  [2-（酰氧基）烷基]三有机锡烷的热分解的立体化学

  摘要：

  The stereochemical study of the thermal decomposition of (2-(acyloxy)alkyl)triorganostannanes revealed an anti beta-elimination of (acyloxy)triorganostannanes. The process is highly stereospecific and not perturbed by the process of a possible internal chelation favoring syn elimination. It corresponds to an open transition state. Kinetics of beta-elimination in cyclohexyl and norbornyl systems showed that the reaction is much more rapid with a 180-degrees dihedral angle between the metal and the ester group than with a 60-degrees angle between the two. Stabilization of the partial positive charge during the transition state occurs mainly through hyperconjugation effect.

  DOI：

  10.1021/om00059a068

文献信息

• Stereochemistry of the thermal decomposition of [2-(acyloxy)alkyl]triorganostannanes
  作者：Bernard Jousseaume、Nicolas Noiret、Michel Pereyre、Jean Marc Frances、Michel Petraud

  DOI：10.1021/om00059a068

  日期：1992.11

  The stereochemical study of the thermal decomposition of (2-(acyloxy)alkyl)triorganostannanes revealed an anti beta-elimination of (acyloxy)triorganostannanes. The process is highly stereospecific and not perturbed by the process of a possible internal chelation favoring syn elimination. It corresponds to an open transition state. Kinetics of beta-elimination in cyclohexyl and norbornyl systems showed that the reaction is much more rapid with a 180-degrees dihedral angle between the metal and the ester group than with a 60-degrees angle between the two. Stabilization of the partial positive charge during the transition state occurs mainly through hyperconjugation effect.