1-mesityl-3,4-dimethyl-1-(trimesitylgermyl)-1-germacyclopent-3-ene | 154079-38-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-mesityl-3,4-dimethyl-1-(trimesitylgermyl)-1-germacyclopent-3-ene
• CAS: 154079-38-6
• 化学式: C₄₂H₅₄Ge₂
• 分子量: 704.071
• InChiKey: XXDFOBWJJVVBGO-UHFFFAOYSA-N

物化性质

• 沸点：
  680.7±65.0 °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：

  hexamesitylcyclotrigermane 以 四氢呋喃 为溶剂， 生成 1-mesityl-3,4-dimethyl-1-(trimesitylgermyl)-1-germacyclopent-3-ene
  参考文献：
  名称：

  四甲叉二茂铁的合成，结构和反应性

  摘要：

  可以通过在低温下在THF中光解六甲基环三锗烷（2）来清洁，定量地合成四甲基二茂铁（1）。在室温下，四甲基间苯二酚（1）的THF溶液稳定数周。digermene不会解离或重新排列。使用X射线晶体学测定了四苯甲基二庚二烯（1）的分子结构。对于tetramesityldigermene（合成新协议的有效性1）及其衍生物已被证明在加入羧酸来tetramesityldigermene（的研究1）。

  DOI：

  10.1021/om7005358

文献信息

• The Addition of Nitriles to a Molecular Digermene: Reversible Addition and Comparison to Surface Reactivity
  作者：Julie A. Hardwick、Kim M. Baines

  DOI：10.1002/anie.201501278

  日期：2015.5.26

  The addition of acetonitrile, propionitrile, and acrylonitrile to tetramesityldigermene was investigated and compared to the addition of acetonitrile and acrylonitrile to germanium dimers on the Ge(100)‐2×1 surface. In each case, a 1,2,3‐azadigermetine was formed as the major product. As on the surface, the addition of nitriles to digermenes was found to be reversible, providing the first example of

  研究了将乙腈，丙腈和丙烯腈添加到四甲叉二苯甲基醚中，并将其与Ge（100）-2×1表面上的锗二聚体中添加乙腈和丙烯腈进行了比较。在每种情况下，均以1,2,3-氮杂二胺为主要产物。如在表面上，发现向二锗烯中腈的添加是可逆的，这提供了二苯并三烯可逆环加成的第一个实例。如表面化学所示，没有观察到六元环状酮亚胺的证据，这表明表面酮亚胺可能仅在两个相邻的二聚体之间形成，而不是在一个二聚体上形成。比较化学提供了重要的见解，而每个系统的独立研究都无法提供这些见解。
• Thermolysis of hexamesitylsiladigermirane or hexamesitylcyclotrigermane in the presence of 2,3-dimethylbutadiene or water
  作者：Kim M. Baines、Jeffrey A. Cooke、Craig E. Dixon、Hui Wen Liu、Matthew R. Netherton

  DOI：10.1021/om00014a038

  日期：1994.2

  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.