(p-dimethylaminophenyl)trichlorogermane | 138343-03-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (p-dimethylaminophenyl)trichlorogermane
• 英文别名: trichloro(p-dimethylaminophenyl)germane；N,N-Dimethyl-4-(trichlorogermyl)aniline；N,N-dimethyl-4-trichlorogermylaniline
• CAS: 138343-03-0
• 化学式: C₈H₁₀Cl₃GeN
• 分子量: 299.123
• InChiKey: SUIMIRHEVWKBRE-UHFFFAOYSA-N

物化性质

• 沸点：
  304.1±25.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.61
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  sodium hydroxide 、 (p-dimethylaminophenyl)trichlorogermane 以 5,5-dimethyl-1,3-cyclohexadiene 、 水 为溶剂， 反应 3.0h， 以28%的产率得到hexakis(dimethylaminophenylgermasesquioxane)
  参考文献：
  名称：

  笼状六方正庚烷的球形分布LUMO和电子接受性质的研究

  摘要：

  When the caged germasesquioxanes hexakis-(cyclohexylgermasesquioxane) and hexakis(n-octylgermasesquioxane) (GT(6)Cy and GT(6)Oc) were irradiated with gamma-rays in 2-methyltetrahydrofuran (2-MTHF) glass matrices at 77 K, anisotropic ESR signals ascribed to their radical anions were observed. DFT calculations of a model radical anion, [hexakis(methylgermasilsesquioxane)](-) (GT(6)Me(-)), indicated unsymmetrical distribution of the SOMO (singly occupied molecular orbital), in agreement with the anisotropy of the ESR signals. To better understand the electronic states of the caged germasesquioxanes, hexakis(dimethylaminophenylgermasesquioxane) (GT(6)An) was prepared and its photoluminescence (PL) properties were investigated. Interestingly, the PL efficiency of GT(6)An was much lower than that of dimethylaniline itself, likely because of the electron transfer from the photoexcited dimethylaniline unit to the germasesquioxane cage.

  DOI：

  10.1021/acs.organomet.6b00950
• 作为产物：
  描述：

  四氯化锗 、 4-(N,N-二甲基)苯胺溴化镁 以 乙醚 、 正己烷 为溶剂， 生成 (p-dimethylaminophenyl)trichlorogermane
  参考文献：
  名称：

  笼状六方正庚烷的球形分布LUMO和电子接受性质的研究

  摘要：

  When the caged germasesquioxanes hexakis-(cyclohexylgermasesquioxane) and hexakis(n-octylgermasesquioxane) (GT(6)Cy and GT(6)Oc) were irradiated with gamma-rays in 2-methyltetrahydrofuran (2-MTHF) glass matrices at 77 K, anisotropic ESR signals ascribed to their radical anions were observed. DFT calculations of a model radical anion, [hexakis(methylgermasilsesquioxane)](-) (GT(6)Me(-)), indicated unsymmetrical distribution of the SOMO (singly occupied molecular orbital), in agreement with the anisotropy of the ESR signals. To better understand the electronic states of the caged germasesquioxanes, hexakis(dimethylaminophenylgermasesquioxane) (GT(6)An) was prepared and its photoluminescence (PL) properties were investigated. Interestingly, the PL efficiency of GT(6)An was much lower than that of dimethylaniline itself, likely because of the electron transfer from the photoexcited dimethylaniline unit to the germasesquioxane cage.

  DOI：

  10.1021/acs.organomet.6b00950

文献信息

• Studies on Spherically Distributed LUMO and Electron-Accepting Properties of Caged Hexakis(germasesquioxanes)
  作者：Joji Ohshita、Toshiyuki Tsuchida、Kenji Komaguchi、Kazuki Yamamoto、Yohei Adachi、Yousuke Ooyama、Yutaka Harima、Kazuyoshi Tanaka

  DOI：10.1021/acs.organomet.6b00950

  日期：2017.7.24

  When the caged germasesquioxanes hexakis-(cyclohexylgermasesquioxane) and hexakis(n-octylgermasesquioxane) (GT(6)Cy and GT(6)Oc) were irradiated with gamma-rays in 2-methyltetrahydrofuran (2-MTHF) glass matrices at 77 K, anisotropic ESR signals ascribed to their radical anions were observed. DFT calculations of a model radical anion, [hexakis(methylgermasilsesquioxane)](-) (GT(6)Me(-)), indicated unsymmetrical distribution of the SOMO (singly occupied molecular orbital), in agreement with the anisotropy of the ESR signals. To better understand the electronic states of the caged germasesquioxanes, hexakis(dimethylaminophenylgermasesquioxane) (GT(6)An) was prepared and its photoluminescence (PL) properties were investigated. Interestingly, the PL efficiency of GT(6)An was much lower than that of dimethylaniline itself, likely because of the electron transfer from the photoexcited dimethylaniline unit to the germasesquioxane cage.