allenyltrichlorogermane | 67059-42-1

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: allenyltrichlorogermane
• 英文别名: trichlorogermylallene；Allyltrichlorogermane
• CAS: 67059-42-1
• 化学式: C₃H₃Cl₃Ge
• 分子量: 218.006
• InChiKey: UVPKZYLLSQYCNJ-UHFFFAOYSA-N

物化性质

• 沸点：
  67-72 °C(Press: 38 Torr)
• 密度：
  1.6199 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  2.52
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  allenyltrichlorogermane 在 LiAlH₄ 作用下， 以 further solvent(s) 为溶剂， 生成 1,3-propadienylgermane
  参考文献：
  名称：

  Structures of 1,2-Propadienylgermane (Allenylgermane) and 1,2-Propadienylstannane (Allenylstannane) Determined by Gas-Phase Electron Diffraction and Quantum Chemical Calculations

  摘要：

  Allenylgermane and allenylstannane (H2C(4)=C-(3)=C(2)HM(1)H3, M=Ge,Sn) have been synthesized, and their structures have been determined by ab initio and density functional theory calculations and gas electron diffraction. The only stable conformation of the MH3 group has one of the M-H bonds synperiplanar to the double bond. The most important structural parameters (r(a)/pm and angle/degree) are as follows (Ge/Sn): M-1-C-2 = 194.2(5)/213.2(7), C-2=C-3 = 131.2(3)/130.7(4), angle M1C2C3 = 120.7(3)/121.0(7). The C-4 atom is bent slightly toward the M atom, making the C-2=C-3=C-4 bond angles 178.3(8)degrees/ 177.4(18)degrees. The difference between the two bond lengths C-3=C-4 and C-2=C-3 is kept constant at the values obtained from the theoretical calculations. Uncertainties are estimated error essentially equal to 2.5 times one standard deviation from the least-squares refinement. The corresponding MP2 values using a cc-pVTZ basis set for all atoms, except for Sn, where the basis set is cc-pVTZ-PP, are as follows (Ge/Sn): M-1-C-2 = 193.0/211.7, C-2=C-3=130.8/130.6, Delta CC=C-3=C-4 - C-2=C-3=0.2/0.6, angle M1C2C3 = 120.7/120.1 and angle C2C3C4 = 178.1/177.8. The r(a)(C-Sn) in vinylstannane is 215.1(6) pm, a decrease of 1.9 pm compared to allenylstannane, while the MP2 calculations predict an increase of 0.4 pm. The calculated rotational barrier for the MH3 group is 2.2 and 1.1 kJ mol(-1), respectively, for allenylgermane and allenylstannane.

  DOI：

  10.1021/om060056n
• 作为产物：
  描述：

  allenyltriphenylstannane 、 四氯化锗 以 not given 为溶剂， 生成 allenyltrichlorogermane
  参考文献：
  名称：

  Structures of 1,2-Propadienylgermane (Allenylgermane) and 1,2-Propadienylstannane (Allenylstannane) Determined by Gas-Phase Electron Diffraction and Quantum Chemical Calculations

  摘要：

  Allenylgermane and allenylstannane (H2C(4)=C-(3)=C(2)HM(1)H3, M=Ge,Sn) have been synthesized, and their structures have been determined by ab initio and density functional theory calculations and gas electron diffraction. The only stable conformation of the MH3 group has one of the M-H bonds synperiplanar to the double bond. The most important structural parameters (r(a)/pm and angle/degree) are as follows (Ge/Sn): M-1-C-2 = 194.2(5)/213.2(7), C-2=C-3 = 131.2(3)/130.7(4), angle M1C2C3 = 120.7(3)/121.0(7). The C-4 atom is bent slightly toward the M atom, making the C-2=C-3=C-4 bond angles 178.3(8)degrees/ 177.4(18)degrees. The difference between the two bond lengths C-3=C-4 and C-2=C-3 is kept constant at the values obtained from the theoretical calculations. Uncertainties are estimated error essentially equal to 2.5 times one standard deviation from the least-squares refinement. The corresponding MP2 values using a cc-pVTZ basis set for all atoms, except for Sn, where the basis set is cc-pVTZ-PP, are as follows (Ge/Sn): M-1-C-2 = 193.0/211.7, C-2=C-3=130.8/130.6, Delta CC=C-3=C-4 - C-2=C-3=0.2/0.6, angle M1C2C3 = 120.7/120.1 and angle C2C3C4 = 178.1/177.8. The r(a)(C-Sn) in vinylstannane is 215.1(6) pm, a decrease of 1.9 pm compared to allenylstannane, while the MP2 calculations predict an increase of 0.4 pm. The calculated rotational barrier for the MH3 group is 2.2 and 1.1 kJ mol(-1), respectively, for allenylgermane and allenylstannane.

  DOI：

  10.1021/om060056n

文献信息

• Reactions of Allenyltri-<i>n</i>-butylstannane with Halides of Phosphorus, Arsenic, Antimony, Germanium, Tin, and Boron. Preparation of Propargylic and/or Allenic Derivatives
  作者：Jean-Claude Guillemin、Karine Malagu

  DOI：10.1021/om990543l

  日期：1999.12.1

  tetrachloride to give only the allenic product, even when the reaction was performed and analyzed at low temperature (−80 °C). The propargylic intermediate was observed with the antimony and tin compounds when a substituted derivative (e. g. Vi2SbCl, ViSnCl3) was used. The reduction of the propargylic halide products prior to their isomerization gave the corresponding primary propargylic phosphine, arsine

  烯丙基三正丁基锡烷与磷或三卤化砷以及四氯化锗的反应生成相应的炔丙基卤代膦，a或锗烷。加热时，炔丙基产物部分（P，Ge）或完全（As）重排为相应的烯基衍生物，即热力学产物。即使在低温（-80°C）下进行反应和分析时，烯丙基或炔丙基锡也与较强的路易斯酸性卤化物，例如卤化硼，三氯化锑或四氯化锡反应，仅生成烯基产物。当取代的衍生物（例如Vi 2 SbCl，ViSnCl 3）。炔丙基卤化物产物异构化之前的还原得到相应的伯炔丙基膦，ine，锗烷和锡烷。
• Schmidbaur, Hubert; Rott, Johann, Zeitschrift fur Naturforschung, B: Chemical Sciences, 1990, vol. 45, # 7, p. 961 - 966
  作者：Schmidbaur, Hubert、Rott, Johann

  DOI：——

  日期：——
• SCHMIDBAUR, HUBERT;ROTT, JOHANN, Z. NATURFORSCH. B, 45,(1990) N, C. 961-966
  作者：SCHMIDBAUR, HUBERT、ROTT, JOHANN

  DOI：——

  日期：——
• Structures of 1,2-Propadienylgermane (Allenylgermane) and 1,2-Propadienylstannane (Allenylstannane) Determined by Gas-Phase Electron Diffraction and Quantum Chemical Calculations
  作者：Tatyana Strenalyuk、Svein Samdal、Harald Møllendal、Jean-Claude Guillemin

  DOI：10.1021/om060056n

  日期：2006.4.1

  Allenylgermane and allenylstannane (H2C(4)=C-(3)=C(2)HM(1)H3, M=Ge,Sn) have been synthesized, and their structures have been determined by ab initio and density functional theory calculations and gas electron diffraction. The only stable conformation of the MH3 group has one of the M-H bonds synperiplanar to the double bond. The most important structural parameters (r(a)/pm and angle/degree) are as follows (Ge/Sn): M-1-C-2 = 194.2(5)/213.2(7), C-2=C-3 = 131.2(3)/130.7(4), angle M1C2C3 = 120.7(3)/121.0(7). The C-4 atom is bent slightly toward the M atom, making the C-2=C-3=C-4 bond angles 178.3(8)degrees/ 177.4(18)degrees. The difference between the two bond lengths C-3=C-4 and C-2=C-3 is kept constant at the values obtained from the theoretical calculations. Uncertainties are estimated error essentially equal to 2.5 times one standard deviation from the least-squares refinement. The corresponding MP2 values using a cc-pVTZ basis set for all atoms, except for Sn, where the basis set is cc-pVTZ-PP, are as follows (Ge/Sn): M-1-C-2 = 193.0/211.7, C-2=C-3=130.8/130.6, Delta CC=C-3=C-4 - C-2=C-3=0.2/0.6, angle M1C2C3 = 120.7/120.1 and angle C2C3C4 = 178.1/177.8. The r(a)(C-Sn) in vinylstannane is 215.1(6) pm, a decrease of 1.9 pm compared to allenylstannane, while the MP2 calculations predict an increase of 0.4 pm. The calculated rotational barrier for the MH3 group is 2.2 and 1.1 kJ mol(-1), respectively, for allenylgermane and allenylstannane.