[4,5-Dimethyl-1,3-di(propan-2-yl)imidazol-1-ium-2-yl]-diiodo-methylgermane | 1239437-68-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: [4,5-Dimethyl-1,3-di(propan-2-yl)imidazol-1-ium-2-yl]-diiodo-methylgermane
• CAS: 1239437-68-3
• 化学式: C₁₂H₂₃GeI₂N₂
• 分子量: 521.727
• InChiKey: ZYYJONQQHRSGSP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  8.8
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  dichloro(1,3-diisopropyl-4,5-dimethylimidazolin-2-ylidene)germanium(II) 、 碘甲烷 以 苯 为溶剂， 生成 、 、 [4,5-Dimethyl-1,3-di(propan-2-yl)imidazol-1-ium-2-yl]-diiodo-methylgermane
  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