1-tert-butyl-1,1-dimesityl-N-(2,4,6-trifluorophenyl)germanamine | 180139-33-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-tert-butyl-1,1-dimesityl-N-(2,4,6-trifluorophenyl)germanamine
• CAS: 180139-33-7
• 化学式: C₂₈H₃₄F₃GeN
• 分子量: 514.17
• InChiKey: KYIRIHMFESLBCD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.93
• 重原子数：
  33.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  12.03
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  N-dimesitylbromogermyl-2,4,6-trifluoroaniline 在 magnesium,2-methylpropane,bromide 作用下， 以 四氢呋喃 为溶剂， 以14%的产率得到N-2,4,6-trifluorophenyl-N-dimesitylgerma-imine
  参考文献：
  名称：

  DERIVES N-GERMANIES DE LA 2,4,6-TRIFLUOROANILINE: GERMYLAMINES, GERMA-IMINE, CYCLODIGERMAZANE

  摘要：

  Germyl derivatives of N-2,4,6-trifluoroaniline were synthesized either by dehydrohalogenation between halogermanes and 2,4,6-trifluoroaniline over DBU (1,8-diazabicyclo[5.4.0]undec-7-ene) or by elimination between halogermanes and 2,4,6-trfluoroanilinolithium. Dimesitylfluorogermyl N-2,4,6-trifluoroanilinolithium stabilized by THF slowly eliminated lithium fluoride leading to 2,4(2,4,6-trifluorophenyl)-1,3-tetramesitylcyclodigermazane, mainly through intermolecular elimination while in the presence of MgBr2 or tBuMgBr the corresponding germa-imine was formed. Dimesitylchlorogermyl-2,4,6-tritluoroanilino lithium also led to cyclodigermazane while the corresponding bromogermyl lithium or magnesium compound gave mainly the stable 2,4,6-trifluorophenyl dimesitylgerma-imine by intramolecular elimination. The same stable germa-imine was also obtained by exchange reaction between dichlorodimesitylgermane and N-bis(triethylgermyl)2,4,6-trifluoroaniline. Reactivities of monomeric germa-imine and its dimer cyclodigermazane are compared. The dimer is almost inert towards water and methanol and does not react with chloroform and N-tert-butylphenyl nitrone while the germa-imine leads to the corresponding adducts. The adduct with chloroform through alpha-elimination of dichlorocarbene gave N-dimesitylchlorogermyl trifluoroaniline. The electron withrawing effects of the trifluorophenyl group on nitrogen stabilize the germa-imine, preventing its dimerization, but also induce a decrease in reactivity of germanium nitrogen compounds within the series.

  DOI：

  10.1080/10426509608046364