1,1-di-tert-butyl-3,4-dimethyl-1-stannylcyclopent-3-ene | 1147101-07-2

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: 1,1-di-tert-butyl-3,4-dimethyl-1-stannylcyclopent-3-ene
• 英文别名: 1,1-di-tert-butyl-3,4-dimethyl-1-stannacyclopent-3-ene
• CAS: 1147101-07-2
• 化学式: C₁₄H₂₈Sn
• 分子量: 315.086
• InChiKey: OOJMKRIJWFJSHA-WTUPQPTJSA-N

物化性质

• 沸点：
  283.3±43.0 °C(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.39
• 重原子数：
  15.0
• 可旋转键数：
  0.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为产物：
  描述：

  二叔丁基二氯化锡 、 (2,3-二甲基-2-丁烯-1,4-二基)镁 以 四氢呋喃 为溶剂， 以16%的产率得到1,1-di-tert-butyl-3,4-dimethyl-1-stannylcyclopent-3-ene
  参考文献：
  名称：

  Synthesis of 1-Stannacyclopent-3-enes and Their Pyrolysis to Stannylenes

  摘要：

  1,1-Diorgano-1-stannacyclopent-3-enes have been synthesized by condensation in THF of magnesium complexes of 1,3-dienes and dichlorodiorganostannanes. 1, 1-Dimethyl-, 1, 1-di-n-butyl-,1, 1-di-tert-butyl-, and 1,1-diphenyl-1-stannacyclopent-3-enes and 1,1,3,4-tetramethyl-, 1,1-di-tert-butyl-3,4-dimethyl-, and 3,4-dimethyl-1,1-diphenyl-1-stannacyclopent-3-enes were prepared. Kinetic studies of the pyrolysis. at temperatures as low as 75 degrees C of several of these stannacyclopent-3-enes resulted in their first-order disappearance, consistent with a unimolecular dissociation to the corresponding stannylene and diene. Activation parameters are reported. Trapping of dimethylstannylene by dienes was overwhelmed by oligomerization of Me2Sn::, but for t-Bu2Sn: a high yield of diene adduct was obtained. The dimethylstannylene oligomer(s) functioned as stannylenoids and were responsible for several reactions previously attributed to free Me2Sn:. cyclo-(t-Bu2Sn)(4) may also function as a stannylenoid.

  DOI：

  10.1021/om800541f

文献信息

• 1,3-Dichloro-1,1,2,2,3,3-hexa-tert-butyltristannane: Thermolysis involving trapping of stannylene, Bu2Sn: and reactivity with various nucleophiles
  作者：Hemant K. Sharma、Alejandro Metta-Magaña、Keith H. Pannell

  DOI：10.1016/j.ica.2017.03.045

  日期：2018.4

  The bifunctional 1,3-dichloro-tristannane (ClBu2Sn)-Bu-t-(SnBu2)-Bu-t-(SnBu2Cl)-Bu-t, 1, has been investigated with respect to thermolysis and nucleophilic substitution. Thermolysis of 1 leads to slow elimination of the stannylene which may be trapped by elemental sulphur, PhSSPh and 2,3-dimethylbutadiene. Reactions of 1 with the silyllithium reagent PhMe2SiLi, lead to new group 14 catenanes PhMe2Si-(SnBu2)-Bu-t-(Bu2Sn)-Bu-t-(SnBu2)-Bu-t-Cl, 9, and PhMe2Si-(SnBu2)-Bu-t-(Bu2Sn)-Bu-t-(SnBu2)-Bu-t-(SnBu2)-Bu-t-SiPhMe2, 10. Both 9 and 10 have been characterized by single crystal X-ray diffraction. Overall the new chemistry illustrates the significance of (Bu2Sn)-Bu-t: during such reactions, either loss or addition! (C) 2017 Published by Elsevier B.V.