(2-methylallyl)triethylgermane | 4531-38-8

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: (2-methylallyl)triethylgermane
• 英文别名: Triethyl(2-methylprop-2-enyl)germane
• CAS: 4531-38-8
• 化学式: C₁₀H₂₂Ge
• 分子量: 214.875
• InChiKey: DYMCCPUIEZRKRO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.07
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 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：

  对氟苯硫酚 、 (2-methylallyl)triethylgermane 在 scandium tris(trifluoromethanesulfonate) 作用下， 以 乙腈 为溶剂， 反应 0.25h， 以93%的产率得到triethyl[(p-fluorophenyl)thio]germane
  参考文献：
  名称：

  Metal triflate-mediated coupling of allylgermanes with thiols: a facile route to thiogermanes

  摘要：

  一种新颖的利用金属三氟甲磺酸催化的硫醇与(2-甲基丙烯基)锗烷的偶联反应已经开发出来。

  DOI：

  10.1039/c5dt01734c
• 作为产物：
  描述：

  2-Methylallylmagnesium Chloride 、 三乙基氯化锗 以 四氢呋喃 为溶剂， 反应 3.0h， 以95%的产率得到(2-methylallyl)triethylgermane
  参考文献：
  名称：

  Metal triflate-mediated coupling of allylgermanes with thiols: a facile route to thiogermanes

  摘要：

  一种新颖的利用金属三氟甲磺酸催化的硫醇与(2-甲基丙烯基)锗烷的偶联反应已经开发出来。

  DOI：

  10.1039/c5dt01734c

文献信息

• A new selective approach to unsymmetrical siloxanes and germasiloxanes via O-metalation of silanols with 2-methylallylsilanes and 2-methylallylgermanes
  作者：Grzegorz Hreczycho、Piotr Pawluć、Bogdan Marciniec

  DOI：10.1039/c1nj20624a

  日期：——

  A scandium(III) trifluoromethanesulfonate-catalyzed O-metalation of silanols with 2-methylallylsilanes and 2-methylallylgermanes leading to siloxane or germasiloxane bond formation under mild conditions with evolution of isobutylene is described.

  报道了在温和条件下，氧化钪（III）三氟甲磺酸盐催化下，硅醇与2-甲基烯丙基硅烷和2-甲基烯丙基锗烷发生O-金属化反应，生成硅氧烷或锗硅氧烷键，并释放出异丁烯的过程。
• Catalytic Approach to Germanium-Functionalized Silsesquioxanes and Germasilsesquioxanes
  作者：Joanna Kaźmierczak、Grzegorz Hreczycho

  DOI：10.1021/acs.organomet.7b00599

  日期：2017.10.9

  completely and partially condensed germanium-functionalized silsesquioxanes as well as germasilsesquioxanes, mediated by scandium(III) triflate. We provide a solution for introducing germyl functionalities into various types of silsesquioxanes under mild conditions with excellent yields. This methodology turns out to be a highly efficient and selective synthesis route to obtaining novel germanium-containing

  近年来，倍半硅氧烷因其独特的杂化结构和多用途特性而引起了广泛关注。在此，我们报告了由三氟甲磺酸钪 (III) 介导的第一种催化合成完全和部分缩合的锗官能化倍半硅氧烷以及锗倍半硅氧烷的催化方法。我们提供了一种解决方案，可在温和条件下以优异的收率将锗基官能团引入各种类型的倍半硅氧烷。该方法被证明是一种高效且选择性的合成途径，可用于获得新型含锗倍半硅氧烷。这些新的多元素POSS衍生物可能具有作为材料化学中有价值的多功能构件进一步应用的巨大潜力。
• Catalytic Synthesis of Linear Oligosiloxanes and Germasiloxanes Mediated by Scandium Trifluoromethanesulfonate
  作者：Grzegorz Hreczycho、Krzysztof Kuciński、Piotr Pawluć、Bogdan Marciniec

  DOI：10.1021/om400581g

  日期：2013.9.9

  Sc(OTf)(3)-catalyzed coupling reaction of silanediols with 2-methylallylsilanes and germanes leading to SiO-Si or SiO-Ge bond formation with the evolution of isobutylene is described. Diisopropyl-substituted silanediols of the general formula HO(i-Pr)(2)Si[OSi(i-Pr)(2)](n)OH (n = 0,1) have been successfully functionalized by using 2-methylallylsilanes or 2-methylallylgermanes in the presence of scandium trifluoromethanesulfonate to yield new linear tri- and tetrasiloxanes or germasiloxanes under mild conditions. The reaction can be readily extended to the synthesis of high molecular weight polysiloxanes by using di(methylallyl)silane as a metalating agent. Unsaturated oligosiloxane products have been used as substrates for further functionalization via catalytic silylative coupling and hydrosilylation reactions:
• O-Metalation of silanols and POSS silanols over Amberlyst-15 catalyst: A facile route to unsymmetrical siloxanes, borasiloxanes and germasiloxanes
  作者：Krzysztof Kuciński、Grzegorz Hreczycho

  DOI：10.1016/j.ica.2019.03.025

  日期：2019.5

  A simple and highly practical Amberlyst-catalyzed direct O-metalation of silanols, POSS silanols and alkoxy-silanes under mild conditions is proposed. This protocol can be applied to the synthesis of a wide range of important organosilicon derivatives such as siloxanes, germasiloxanes, borasiloxanes and functionalized silses-quioxanes. It is worth noting that Amberlyst-15 can be reused for further experiments and its catalytic activity in this process is well-preserved for several recycling steps.
• Metal triflate-mediated coupling of allylgermanes with thiols: a facile route to thiogermanes
  作者：K. Kuciński、P. Pawluć、G. Hreczycho

  DOI：10.1039/c5dt01734c

  日期：——

  A novel coupling reaction of thiols with (2-methylallyl)germanes catalyzed by metal triflates has been developed.

  一种新颖的利用金属三氟甲磺酸催化的硫醇与(2-甲基丙烯基)锗烷的偶联反应已经开发出来。