Ge(1,3-diisopropyl-4,5-dimethylimidazolin-2-ylidene)bis(tert-butyloxy)(3,5-bis(tert-butyl)-1,2-dioxidobenzene) | 1239426-07-3

• 英文名称: Ge(1,3-diisopropyl-4,5-dimethylimidazolin-2-ylidene)bis(tert-butyloxy)(3,5-bis(tert-butyl)-1,2-dioxidobenzene)
• CAS: 1239426-07-3
• 化学式: C₃₃H₅₈GeN₂O₄
• 分子量: 619.425
• InChiKey: BCUHSTLNULUJGT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为产物：
  描述：

  (1,3-diisopropyl-4,5-dimethylimidazolin-2-ylidene)bis(tert-butyloxy)germanium(II) 、 3,5-二叔丁基邻苯醌 以 petroleum ether 为溶剂， 以91%的产率得到Ge(1,3-diisopropyl-4,5-dimethylimidazolin-2-ylidene)bis(tert-butyloxy)(3,5-bis(tert-butyl)-1,2-dioxidobenzene)
  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