Ph3GeCH2CN | 60575-76-0

• 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: Ph3GeCH2CN
• 英文别名: 2-Triphenylgermylacetonitrile；2-triphenylgermylacetonitrile
• CAS: 60575-76-0
• 化学式: C₂₀H₁₇GeN
• 分子量: 343.952
• InChiKey: VHEJHGVLMCQEEN-UHFFFAOYSA-N

物化性质

• 沸点：
  443.3±47.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.68
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  Ph3GeCH2CN 、 三苯基氢化锗 以 乙腈 为溶剂， 以88%的产率得到Hexaphenyldigermane
  参考文献：
  名称：

  Hydrogermolysis reactions involving the α-germylated nitriles R3GeCH2CN (R=Ph, Pri, But) and germanium amides R3GeNMe2 (R=Pri, But) with Ph3GeH: Substituent-dependent reactivity and crystal structures of Pri3GeGePh3 and But3Ge[NHC(CH3)CHCN]

  摘要：

  The alpha-germylated nitriles R(3)GeCH(2)CN ( R = Ph, Pr(i), Bu(t)) and germanium amides R(3)GeNMe(2) (R = Pr(i) and Bu(t)) have been prepared and characterized and their reactivity with Ph(3)GeH in CH(3)CN has been explored to investigate their utility for the construction of Ge-Ge bonds. In each case the phenyl and iso-propyl derivatives furnish the corresponding digermanes R(3)GeGePh(3) (R = Ph, Pr(i)) where the amide reagents are converted to R(3)GeCH(2)CN in situ which subsequently react with Ph(3)GeH. The rate of the Ge-C bond cleavage reactions was found to depend on the steric and electronic properties of the organic substituents. Attempted synthesis of Bu(3)(t)GeGePh(3) by these methods did not result in the desired product but rather in isolation of the 3-amidocrotononitrile species Bu(3)(t)Ge[NHC(CH(3))CHCN]. The crystal structures of Pr(3)(i)GeGePh(3) and Bu(3)(t)Ge[NHC(CH(3))CHCN] have been determined. (C) 2008 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2008.01.045
• 作为产物：
  描述：

  三苯基氯化锗 、 乙腈 在 LiN-i-Pr₂ 作用下， 以 四氢呋喃 为溶剂， 以70%的产率得到Ph3GeCH2CN
  参考文献：
  名称：

  Hydrogermolysis reactions involving the α-germylated nitriles R3GeCH2CN (R=Ph, Pri, But) and germanium amides R3GeNMe2 (R=Pri, But) with Ph3GeH: Substituent-dependent reactivity and crystal structures of Pri3GeGePh3 and But3Ge[NHC(CH3)CHCN]

  摘要：

  The alpha-germylated nitriles R(3)GeCH(2)CN ( R = Ph, Pr(i), Bu(t)) and germanium amides R(3)GeNMe(2) (R = Pr(i) and Bu(t)) have been prepared and characterized and their reactivity with Ph(3)GeH in CH(3)CN has been explored to investigate their utility for the construction of Ge-Ge bonds. In each case the phenyl and iso-propyl derivatives furnish the corresponding digermanes R(3)GeGePh(3) (R = Ph, Pr(i)) where the amide reagents are converted to R(3)GeCH(2)CN in situ which subsequently react with Ph(3)GeH. The rate of the Ge-C bond cleavage reactions was found to depend on the steric and electronic properties of the organic substituents. Attempted synthesis of Bu(3)(t)GeGePh(3) by these methods did not result in the desired product but rather in isolation of the 3-amidocrotononitrile species Bu(3)(t)Ge[NHC(CH(3))CHCN]. The crystal structures of Pr(3)(i)GeGePh(3) and Bu(3)(t)Ge[NHC(CH(3))CHCN] have been determined. (C) 2008 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2008.01.045

文献信息

• Synthetic, Structural, and Physical Investigations of the Large Linear and Branched Oligogermanes Ph₃GeGePh₂GePh₂GePh₂H, Ge₅Ph₁₂, and (Ph₃Ge)₄Ge
  作者：Christian R. Samanamu、Monika L. Amadoruge、Aaron C. Schrick、Chao Chen、James A. Golen、Arnold L. Rheingold、Nicholas F. Materer、Charles S. Weinert

  DOI：10.1021/om300385n

  日期：2012.6.11

  The syntheses of two linear oligogermanes, Ph3GeGePh2GePh2GePh2H and Ge5Ph12, were achieved using a hydrogermolysis reaction starting with HPh2GeGePh2GePh2H. The preparation of the hydride-terminated tetragermane indicates that selectivity is possible using the hydrogermolysis reaction, which had not been observed previously. The structures of both of these compounds were determined, and they were

  两个线性oligogermanes的合成中，Ph 3 GeGePh 2 GePh 2 GePh 2 H和葛5博士12，使用与HPH开始hydrogermolysis反应实现2 GeGePh 2 GePh 2 H.氢化物封端的tetragermane的制备表明，选择性是使用以前未曾观察到的加氢热分解反应可以实现。确定了这两种化合物的结构，并通过紫外/可见光谱和电化学方法（CV和DPV）对其进行了表征。戊烷Ge 5 Ph 12正如其他芳基取代的低聚锗烷所观察到的，在其CV和DPV中均表现出四个不可逆的氧化波。还可以通过从GeH 4和Ph 3 GeCH 2 CN开始成功合成新戊烷类似物（Ph 3 Ge）4 Ge 。该材料在结构上经过了表征；（Ph 3 Ge）4 Ge的结构在空间上非常拥挤，并且包含平均为2.497（6）Å的长Ge-Ge单键距离，并且在中心锗原子上具有接近理想的四面体几何形状，平均Ge-Ge-