1-mesityl-3,4-dimethyl-1-(trimesitylsilyl)-1-germacyclopent-3-ene | 154079-37-5

• 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: 1-mesityl-3,4-dimethyl-1-(trimesitylsilyl)-1-germacyclopent-3-ene
• CAS: 154079-37-5
• 化学式: C₄₂H₅₄GeSi
• 分子量: 659.566
• InChiKey: WTCOONNYBJLZQD-UHFFFAOYSA-N

物化性质

• 沸点：
  655.3±55.0 °C(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.64
• 重原子数：
  44.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 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：

  bis(2,4,6-trimethylphenyl)germanium,bis(2,4,6-trimethylphenyl)silicon 、 2,3-二甲基-1,3-丁二烯 以 甲苯 为溶剂， 以67%的产率得到1,1-bis(2,4,6-trimethylphenyl)-3,4-dimethylgermacyclopent-3-ene
  参考文献：
  名称：

  Thermolysis of hexamesitylsiladigermirane or hexamesitylcyclotrigermane in the presence of 2,3-dimethylbutadiene or water

  摘要：

  The thermolysis of hexwnesitylsiladigermirane and hexamesitylcyclotrigermane in the presence of 2,3-dimethylbutadiene (DMB) or water has been investigated. Thermolysis of hexamesitylsiladigermirane (1) in the presence of DMB results in the formation of two major compounds: 1,1-dimesityl-3,4-dimethyl-1-germacyclopent-3-ene (3) and 1-mesityl-1-(trimesitylsilyl)-3,4-dimethyl-1-germacyclopent-3-ene (4). Compounds 3 and 4 are most probably formed by initial thermal regioselective cleavage of the siladigermirane to give tetramesitylgermasilene and dimesitylgermylene, which is immediately trapped by the diene. The germasilene does not appear to react with DMB but rather, under the reaction conditions, undergoes a 1,2-mesityl shift at a faster rate to give a silylgermylene, which is subsequently trapped by the diene. Similarly, thermolysis of hexamesitylcyclotrigermane (5) in the presence of DMB yields compounds 3 and 1-mesityl-1-(trimesitylgermyl)-3,4-dimethyl-1-germacyclopent-3-ene (6), in contrast to an earlier report. Again, the intermediate digermenere arranges to a germylgermylene, which is the species trapped, at a faster rate than reaction with DMB. Thermolysis of 1 or 5, in the presence of water, results in the formation of products clearly derived from the addition of water across the double bond of the intermediate germasilene or digermene. Unlike the addition of methanol, the addition of water across the germasilene is not completely regioselective. The synthetic utility and mechanistic implications of this reaction are discussed.

  DOI：

  10.1021/om00014a038