bis(trimethylsilylethynyl)diethynylgermane | 184718-46-5

• 分子结构分类: 有机化合物 - 乙炔化物 - 碳化物 - 金属乙炔化物
• 英文名称: bis(trimethylsilylethynyl)diethynylgermane
• 英文别名: [(Diethynylgermanediyl)di(ethyne-2,1-diyl)]bis(trimethylsilane)；2-[diethynyl(2-trimethylsilylethynyl)germyl]ethynyl-trimethylsilane
• CAS: 184718-46-5
• 化学式: C₁₄H₂₀GeSi₂
• 分子量: 317.074
• InChiKey: QOHCBIRDKDRDPF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.62
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.43
• 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：

  bis(trimethylsilylethynyl)diethynylgermane 、 二苯基二氯化锗 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 15.5h， 以11%的产率得到1,1,3,3-tetrakis(trimethylsilylethynyl)-2,2,4,4-tetraphenylgerma[4]pericyclyne
  参考文献：
  名称：

  乙炔化锗[4]环炔烃的合成与表征

  摘要：

  本文介绍了由乙炔部分和锗原子组成的 (TMS-乙炔基)-取代的锗[4]环炔烃的合成和表征。通过 X 射线晶体学、紫外可见吸收和光致发光光谱进行表征。DFT 计算表明侧链炔烃和成环乙炔之间通过锗顶点原子相互作用。

  DOI：

  10.1246/cl.160332
• 作为产物：
  描述：

  三甲基氯硅烷 、 tetraethynylgermane 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 4.5h， 以39%的产率得到bis(trimethylsilylethynyl)diethynylgermane
  参考文献：
  名称：

  乙炔化锗[4]环炔烃的合成与表征

  摘要：

  本文介绍了由乙炔部分和锗原子组成的 (TMS-乙炔基)-取代的锗[4]环炔烃的合成和表征。通过 X 射线晶体学、紫外可见吸收和光致发光光谱进行表征。DFT 计算表明侧链炔烃和成环乙炔之间通过锗顶点原子相互作用。

  DOI：

  10.1246/cl.160332

文献信息

• Steric control in the formation of Co2(CO)6-alkyne complexes from Group 14 tetraalkynes and their reactions with acid
  作者：Michael A. Brook、Bjørn Ramacher、Carol Dallaire、Hari K. Gupta、Dagmar Ulbrich、Ralph Ruffolo

  DOI：10.1016/s0020-1693(96)05209-7

  日期：1996.9

  A series of tetrakis (trimethylsilylethyne) derivatives of Group 14 metals (2-4) was prepared. Co-2(CO)(6) complexes 5-10 were synthesised by the reaction of 24 with Co-2(CO)(8). From the silyl and germyl based compounds 2 and 3, either one or two alkynes could be complexed with Co-2(CO)(6). In contrast, the tin derived compound 4 could accommodate up to four Co-2(CO)(6) complexes. The longest wavelength UV-Vis absorbances of the silicon and germanium-based complexes were consistent with multiple, non-conjugated Co-2(CO)(6) chromophores. The tetrakis Co-2(CO)(6) complex 10, however, absorbs at a much longer wavelength suggesting conjugation of Co-2(CO)(6) complexes through the tin. The reactivity towards protonolysis of the uncomplexed alkynes 2-4 is a consequence of the hyperconjugative stabilisation of the intermediate beta-vinyl cation (the beta-effect): Sn(C=CSiMe(3))(3)>SnOTf(C=CSiMe(3))(2)>SiMe(3)>Ge(C=CSiMe(3))3>Si(C=CSiMe(3))(3). The reactivity of the Co-2(CO)(6) complexes, however, was quite different from the reactions of 2-4 and from analogous all-carbon systems. Treatment of 5-10 with strong acid led neither to protiodemetallation of the complexed or non-complexed alkynes but to decomplexation of the cobalt. Similarly, ligand metathesis reactions between 10 and Ph(2)SiCl(2) were not observed. The normal reactivity of silylalkynes towards electrophiles, which was expected to be enhanced by the presence of the cobalt complex, was diminished by the particular steric environment of the molecules under examination (5-10). As a result, the favoured reaction under these conditions was decomplexation of the cobalt.
• Synthesis and Characterization of Ethynylated Germa[4]pericyclyne
  作者：Hiroki Tanimoto、Tomohiko Nagao、Satomi Hosokawa、Taro Fujiwara、Yasuhiro Nishiyama、Tsumoru Morimoto、Ken Tsutsumi、Takahiro Kakuta、Kazuo Tanaka、Yoshiki Chujo、Kiyomi Kakiuchi

  DOI：10.1246/cl.160332

  日期：2016.7.5

  This paper presents the synthesis and characterization of (TMS-ethynyl)-substituted germa[4]pericyclyne composed of acetylene moieties and germanium atoms. Characterization was performed by X-ray crystallography, UV–vis absorption, and photoluminescence spectroscopy. DFT calculations suggested interactions between the side chain alkynes and the ring-forming acetylenes through germanium vertex atoms

  本文介绍了由乙炔部分和锗原子组成的 (TMS-乙炔基)-取代的锗[4]环炔烃的合成和表征。通过 X 射线晶体学、紫外可见吸收和光致发光光谱进行表征。DFT 计算表明侧链炔烃和成环乙炔之间通过锗顶点原子相互作用。