([(i-Pr)2C3N2Me2]Ge(2,4,6-trimethylphenyl)2Et)I | 1239426-13-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: ([(i-Pr)2C3N2Me2]Ge(2,4,6-trimethylphenyl)2Et)I
• 英文别名: ([(i-Pr)2C3N2Me2]Ge(mesityl)2(ethyl))I
• CAS: 1239426-13-1
• 化学式: C₃₁H₄₇GeN₂*I
• 分子量: 647.222
• InChiKey: DCIDJHFLMMJVQI-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  35.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  8.81
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  氘代氯仿 、 ([(i-Pr)2C3N2Me2]Ge(2,4,6-trimethylphenyl)2Et)I 以 氘代氯仿 为溶剂， 以94%的产率得到chloro(ethyl)bis(2,4,6-trimethylphenyl)germanium
  参考文献：
  名称：

  Reactivity Studies of N-Heterocyclic Carbene Complexes of Germanium(II)

  摘要：

  The chemistry of three N-heterocyclic carbene (NHC) complexes of GeR2, where R = Cl (1), (OBu)-Bu-1 (2), Mes (3) (Mes = 2,4,6-trimethylphenyl), toward 2,3-dimethylbutadiene (DMB), 3,5-di-tert-butylorthoquinone, methyl iodide, pivalic acid, and benzophenone is reported. Upon heating, 2 and 3 cyclize with DMB to yield a germacyclopentene and free NHC. In contrast, 1 does not react with DMB. PB1PBE/6-311+G(d,p) model chemistry shows that the cycloaddition reactions of NHC-GeX2 (X = F, Cl) with butadiene are not thermodynamically favorable. 3,5-Di-tert-butylorthoquinone reacts rapidly with 1-3 to form cyclic products; in the case of 1 and 2, the NHC remains coordinated to the germanium, resulting in a hypervalent species. Compounds 1-3 react with methyl iodide by displacement of in each case [NHC-GeR2Me](+) is produced. Only compound 3 reacts in a controlled fashion with pivalic acid; both 1:1 and 1:2 adducts were characterized. Benzophenone failed to react with 1 or 2 but did undergo cycloaddition with 3. In comparison with uncomplexed GeR2 species, the NHC-GeR2 complexes are less reactive. The prospect of using NHC-GeR2 as a synthon for GeR2 appears to be reaction specific.

  DOI：

  10.1021/om100059z
• 作为产物：
  描述：

  (1,3-diisoproyl-4,5-dimethylimidazolin-2-ylidene)bis(2,4,6-trimethylphenyl)germanium(II) 、 碘乙烷 以 苯 为溶剂， 生成 ([(i-Pr)2C3N2Me2]Ge(2,4,6-trimethylphenyl)2Et)I
  参考文献：
  名称：

  Reactivity Studies of N-Heterocyclic Carbene Complexes of Germanium(II)

  摘要：

  The chemistry of three N-heterocyclic carbene (NHC) complexes of GeR2, where R = Cl (1), (OBu)-Bu-1 (2), Mes (3) (Mes = 2,4,6-trimethylphenyl), toward 2,3-dimethylbutadiene (DMB), 3,5-di-tert-butylorthoquinone, methyl iodide, pivalic acid, and benzophenone is reported. Upon heating, 2 and 3 cyclize with DMB to yield a germacyclopentene and free NHC. In contrast, 1 does not react with DMB. PB1PBE/6-311+G(d,p) model chemistry shows that the cycloaddition reactions of NHC-GeX2 (X = F, Cl) with butadiene are not thermodynamically favorable. 3,5-Di-tert-butylorthoquinone reacts rapidly with 1-3 to form cyclic products; in the case of 1 and 2, the NHC remains coordinated to the germanium, resulting in a hypervalent species. Compounds 1-3 react with methyl iodide by displacement of in each case [NHC-GeR2Me](+) is produced. Only compound 3 reacts in a controlled fashion with pivalic acid; both 1:1 and 1:2 adducts were characterized. Benzophenone failed to react with 1 or 2 but did undergo cycloaddition with 3. In comparison with uncomplexed GeR2 species, the NHC-GeR2 complexes are less reactive. The prospect of using NHC-GeR2 as a synthon for GeR2 appears to be reaction specific.

  DOI：

  10.1021/om100059z