N-methyl-N-tritert-butylgermylmethanamine | 1031401-92-9

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: N-methyl-N-tritert-butylgermylmethanamine
• CAS: 1031401-92-9
• 化学式: C₁₄H₃₃GeN
• 分子量: 288.013
• InChiKey: NJKKGVNEVWWAAV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.89
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 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：

  N-methyl-N-tritert-butylgermylmethanamine 、 乙腈 在 Ph₃GeH 作用下， 以 乙腈 为溶剂， 以6.3%的产率得到(E)-3-(tritert-butylgermylamino)but-2-enenitrile
  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：

  tri-t-butylchlorogermane 、 lithium dimethylamide 以 四氢呋喃 为溶剂， 以61%的产率得到N-methyl-N-tritert-butylgermylmethanamine
  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

• 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]
  作者：Monika L. Amadoruge、Antonio G. DiPasquale、Arnold L. Rheingold、Charles S. Weinert

  DOI：10.1016/j.jorganchem.2008.01.045

  日期：2008.5

  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.