bis N-2,4,6-trifluoroanilino-dimesitylchlorogermylamine | 180139-32-6

• 分子结构分类: 有机化合物 - 苯类化合物 - N-苯基羟胺
• 英文名称: bis N-2,4,6-trifluoroanilino-dimesitylchlorogermylamine
• 英文别名: 2,4,6-trifluoro-N-[(2,4,6-trifluoroanilino)-bis(2,4,6-trimethylphenyl)germyl]aniline
• CAS: 180139-32-6
• 化学式: C₃₀H₂₈F₆GeN₂
• 分子量: 603.146
• InChiKey: NSBKQJPZPJXLEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.15
• 重原子数：
  39
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  24.1
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  二氯双(2,4,6-三甲基苯基)锗 、 lithium;(2,4,6-trifluorophenyl)azanide 以 四氢呋喃 、 正戊烷 为溶剂， 以80%的产率得到bis N-2,4,6-trifluoroanilino-dimesitylchlorogermylamine
  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