(E)-1,2-dimesityl-1,2-bis[2,4,6-tris(bis(trimethylsilyl)methyl)phenyl]digermene | 205177-04-4

• 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: (E)-1,2-dimesityl-1,2-bis[2,4,6-tris(bis(trimethylsilyl)methyl)phenyl]digermene
• CAS: 205177-04-4
• 化学式: C₇₂H₁₄₀Ge₂Si₁₂
• 分子量: 1488.11
• InChiKey: MRVIFJOTEPTDPY-VFUADWLWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  21.56
• 重原子数：
  86.0
• 可旋转键数：
  22.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  (E)-1,2-dimesityl-1,2-bis[2,4,6-tris(bis(trimethylsilyl)methyl)phenyl]digermene 以 正己烷 为溶剂， 生成 (2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)(mesityl)germylene
  参考文献：
  名称：

  Synthesis and characterization of an extremely hindered tetraaryl-substituted digermene and its unique properties in the solid state and in solution

  摘要：

  An extremely hindered digermene (E)-Tbt(Mes)Ge-Ge(Mes)Tbt (1; Tbt = 2,4,6-tris[bis(trimethylsilyl)methyl]phenyl; Mes = mesityl) was synthesized. X-ray crystallographic analysis of the hexane solvated single crystal [1(.)0.5hexane] revealed that I has an extremely long germanium-germanium double bond [2.416(2) A] as that of a carbon-substituted digermene. The temperature-dependent change of UV-Vis absorption of digermene I in solution indicated the quantitative interconversion between 1 and the corresponding germylene Tbt(Mes)Ge: (3). The thermodynamic parameters (DeltaH = 14.7 +/- 0.2 kcal mol(-1) and AS = 42.4 +/- 0.8 cal mol(-1) deg(-1)) for the dissociation of digermene I to germylene 3 were obtained from temperature dependence of the absorption of 1. Since the reactivity of germylene 3 is much higher than that of digermene 1, almost all the intermolecular reactions of I in solution proceeded via dissociated 3. For instance, the reaction of 1 with oxygen in solution resulted in a non-stereospecific formation of the cis- and trans-1,3,2,4-dioxadigermetanes 11 and 7 via the initial formation of germanone 12 derived from oxygenation of the dissociated germylene 3. In case of the oxidation in the solid state, however, digermene 1 reacted with O-2 without dissociation to give the corresponding trans-substituted 1,3,2,4-dioxadigermetanes stereospecifically. The reaction of digermene 1 with W(CO)(5)(THF) was also examined to give the corresponding terminal tungsten complex of the dissociated germylene 3, i.e. Tbt(Mes)Ge=W(CO)(5) (23), as a marginally stable orange yellow paste. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0277-5387(01)01035-x
• 作为产物：
  描述：

  {2,4,6-tris(bis(trimethylsilyl)methyl)phenyl}(mesityl)germanium dichloride 在 lithium naphthalenide 作用下， 以 四氢呋喃 为溶剂， 以23%的产率得到(E)-1,2-dimesityl-1,2-bis[2,4,6-tris(bis(trimethylsilyl)methyl)phenyl]digermene
  参考文献：
  名称：

  Synthesis and characterization of an extremely hindered tetraaryl-substituted digermene and its unique properties in the solid state and in solution

  摘要：

  An extremely hindered digermene (E)-Tbt(Mes)Ge-Ge(Mes)Tbt (1; Tbt = 2,4,6-tris[bis(trimethylsilyl)methyl]phenyl; Mes = mesityl) was synthesized. X-ray crystallographic analysis of the hexane solvated single crystal [1(.)0.5hexane] revealed that I has an extremely long germanium-germanium double bond [2.416(2) A] as that of a carbon-substituted digermene. The temperature-dependent change of UV-Vis absorption of digermene I in solution indicated the quantitative interconversion between 1 and the corresponding germylene Tbt(Mes)Ge: (3). The thermodynamic parameters (DeltaH = 14.7 +/- 0.2 kcal mol(-1) and AS = 42.4 +/- 0.8 cal mol(-1) deg(-1)) for the dissociation of digermene I to germylene 3 were obtained from temperature dependence of the absorption of 1. Since the reactivity of germylene 3 is much higher than that of digermene 1, almost all the intermolecular reactions of I in solution proceeded via dissociated 3. For instance, the reaction of 1 with oxygen in solution resulted in a non-stereospecific formation of the cis- and trans-1,3,2,4-dioxadigermetanes 11 and 7 via the initial formation of germanone 12 derived from oxygenation of the dissociated germylene 3. In case of the oxidation in the solid state, however, digermene 1 reacted with O-2 without dissociation to give the corresponding trans-substituted 1,3,2,4-dioxadigermetanes stereospecifically. The reaction of digermene 1 with W(CO)(5)(THF) was also examined to give the corresponding terminal tungsten complex of the dissociated germylene 3, i.e. Tbt(Mes)Ge=W(CO)(5) (23), as a marginally stable orange yellow paste. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0277-5387(01)01035-x