4,4,7,7-tetrakis(6-tert-butyl-2,3,4-trimethylphenyl)-5,8-diphenyl-3-aza-4,7-digermabicyclo[4.2.0]octa-1(8),2,5-triene-2-carbonitrile | 470485-62-2

• 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: 4,4,7,7-tetrakis(6-tert-butyl-2,3,4-trimethylphenyl)-5,8-diphenyl-3-aza-4,7-digermabicyclo[4.2.0]octa-1(8),2,5-triene-2-carbonitrile
• CAS: 470485-62-2
• 化学式: C₇₀H₈₆Ge₂N₂
• 分子量: 1100.65
• InChiKey: VWNGYUXJGKBMQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.42
• 重原子数：
  74
• 可旋转键数：
  10
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  36.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  氰 、 以 正己烷 为溶剂， 以57%的产率得到4,4,7,7-tetrakis(6-tert-butyl-2,3,4-trimethylphenyl)-5,8-diphenyl-3-aza-4,7-digermabicyclo[4.2.0]octa-1(8),2,5-triene-2-carbonitrile
  参考文献：
  名称：

  Cycloaddition Reactions of an Acetylene-Linked Bis(germaethene)^1,2

  摘要：

  3,5-Di-tert-butyl-1,2-benzoquinone reacts with the acetylene-linked bis(germaethene) Ar2Ge=C(R)-Cequivalent toC-C(R)=GeAr2, R=C6H5, Ar = 2-tBu-4,5,6-Me3C6H (4), in a [4+2] fashion to furnish the sterically crowded product 5 of 2-fold cycloaddition to the Ge=C bonds. The reaction of 4 with 1,2-dicyanoethylene proceeds differently, namely, by [2+4] cycloaddition of one of the Cequivalent toN bonds to the Ge=C and Cequivalent toC bonds, followed by a [2+2] cycloaddition of the remaining Ge=C bond to the newly formed C=C bond to give the bicyclic compound 6. An unprecedented C-H activation of a tert-butyl and an aryl C-H bond leads finally to the hexacyclic compound 8 via the tetracyclic product 7. Cyanogen gas reacts similarly by [2+4] and [2+2] cycloadditions to furnish the bicyclic compound 9. In this case, no C-H addition to the endocyclic C=N bond is observed.

  DOI：

  10.1021/om020320m