1,2-bis(trimethylsilyl)ethylene | 65450-95-5

• 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: 1,2-bis(trimethylsilyl)ethylene
• 英文别名: 1,2-Bis-trimethylsilyl-aethylen；1,2-Bis(trimethylsilyl)ethene；trimethyl(2-trimethylsilylethenyl)silane
• CAS: 65450-95-5
• 化学式: C₈H₂₀Si₂
• 分子量: 172.418
• InChiKey: AMGXUPKDZBCKPF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 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：

  1,2-bis(trimethylsilyl)ethylene 反应 0.5h， 生成 (E)-1,2-乙烯二基二(三甲基-硅烷
  参考文献：
  名称：

  Zaitseva, G. S.; Livantsova, L. I.; Fedorenko, E. N., Journal of general chemistry of the USSR, 1988, vol. 58, # 3, p. 631 - 632

  摘要：

  DOI：
• 作为产物：
  描述：

  二(三甲基甲硅烷基)乙炔 在 copper-palladium 、 silica gel 氢气 作用下， 以 乙醇 为溶剂， 25.0 ℃ 、101.33 kPa 条件下， 生成 1,2-bis(trimethylsilyl)ethylene
  参考文献：
  名称：

  Selective Liquid-Phase Semihydrogenation of Functionalized Acetylenes and Propargylic Alcohols with Silica-Supported Bimetallic Palladium−Copper Catalysts

  摘要：

  Silica-supported, bimetallic palladium-copper catalysts were prepared in solution under mild conditions by reacting lithium di(4-tolyl)cuprate with palladium acetate in the presence of silica particles. Small bimetallic palladium-copper particles were deposited on the silica surface as confirmed with TEM-EDAX and EXAFS. The new material has been applied as catalyst in the liquid-phase semihydrogenation of mono- and disubstituted alkynes and showed high selectivity toward the cis-alkenes. The influence of addition of quinoline or potassium hydroxide to the semihydrogenation reaction mixture and the effects of exposure of the catalyst to air before use have been investigated.

  DOI：

  10.1021/jo001246p

文献信息

• Silicon(II) Cation Cp*Si:⁺X^–: A New Class of Efficient Catalysts in Organosilicon Chemistry
  作者：Elke Fritz-Langhals

  DOI：10.1021/acs.oprd.9b00260

  日期：2019.11.15

  The catalytic activity of the pentamethylcyclopentadienylsilicon(II) cation Cp*Si:+ was investigated. It was shown that Cp*Si:+ efficiently catalyzes reactions of technical relevance in organosilicon chemistry: Cp*Si:+ proved to be a very efficient nonmetallic catalyst for the hydrosilylation of olefins at low catalyst amounts of <0.01 mol % and for the Piers–Rubinsztajn reaction in order to make controlled

  研究了五甲基环戊二烯基硅（II）阳离子Cp * Si：+的催化活性。结果表明，Cp * Si：+可以有效催化有机硅化学领域中与技术相关的反应：Cp * Si：+被证明是一种非常有效的非金属催化剂，可用于以小于0.01 mol％的低催化剂量对烯烃进行氢化硅烷化以及用于Piers –Rubinsztajn反应，以控制有机硅的拓扑结构。对于硅橡胶的制造而言很重要的氢化硅烷化的热诱导可以通过少量的烷氧基硅烷来实现。
• Comparative Study of the Electronic Structures of μ-Oxo, μ-Nitrido, and μ-Carbido Diiron Octapropylporphyrazine Complexes and Their Catalytic Activity in Cyclopropanation of Olefins
  作者：Lucie P. Cailler、Martin Clémancey、Jessica Barilone、Pascale Maldivi、Jean-Marc Latour、Alexander B. Sorokin

  DOI：10.1021/acs.inorgchem.9b02718

  日期：2020.1.21

  The electronic structure of three single-atom bridged diiron octapropylporphyrazine complexes (FePzPr8)2X having Fe(III)-O-Fe(III), Fe(III)-N-Fe(IV) and Fe(IV)-C-Fe(IV) structural units was investigated by Mössbauer spectroscopy and density functional theory (DFT) calculations. In this series, the isomer shift values decrease, whereas the values of quadrupole splitting become progressively greater

  具有Fe（III）-O-Fe（III），Fe（III）-N-Fe（IV）和Fe（IV）-C-Fe（ IV）通过Mössbauer光谱学和密度泛函理论（DFT）计算研究了结构单元。在该系列中，异构体位移值减小，而四极分裂值逐渐增大，表明在μ-氧代，μ-nitrido，μ-carbido行中Fe-X键的共价性增加。Mössbauer数据指向这三种配合物的低自旋系统，B3LYP-D3的计算数据显示了μ-氧代和μ-羰基的单重态，而μ-nitrido配合物的双峰态。在B3LYP-D3优化的几何形状与X射线结构数据之间获得了极好的协议。在（FePzPr8）2X络合物中，μ-氧代二铁物质在重氮乙酸乙酯对苯乙烯的环丙烷化反应中显示出更高的反应活性，以0.1摩尔％的催化剂负载量提供95％的产品收率。详尽的DFT研究使我们能够深入了解双核卡宾物种的电子结构，并确认它们参与了卡宾转移反应。
• Ruthenium-catalysed disproportionation between vinylsilanes and mono-substituted alkenes via silyl group transfer
  作者：Yasuo Wakatsuki、Hiroshi Yamazaki、Masato Nakano、Yasuhiro Yamamoto

  DOI：10.1039/c39910000703

  日期：——

  Selective cross-disproportion between vinylsilanes and various mono-substituted alkenes is catalysed by [RuCl(CO)H(PPh3)3]1; the mechanism of this reaction has been elucidated based on reactions of 1 with vinylsilanes as well as those of the resulting ruthenium–silyl complex with alkenes.

  选择性交叉不均匀反应发生在乙烯基硅烷和各种单取代烯烃之间，催化剂为[RuCl(CO)H(PPh3)3]1；该反应的机制已经基于1与乙烯基硅烷的反应以及得到的钌-硅烷复合物与烯烃的反应进行了阐明。
• The Electron as a Protecting Group. 2. Generation of Benzocyclobutadiene Radical Anion in the Gas Phase and an Experimental Determination of the Heat of Formation of Benzocyclobutadiene
  作者：Katherine M. Broadus、Steven R. Kass

  DOI：10.1021/ja002352b

  日期：2000.11.1

  Benzocyclobutadiene radical anion (5) was synthesized in the gas phase by three independent approaches: collision-induced dissociation (CID) of 1,2-benzocyclobutenedicarboxylate, reaction of 2-tri...

  苯并环丁二烯自由基阴离子 (5) 通过三种独立的方法在气相中合成：1,2-苯并环丁烯二羧酸盐的碰撞诱导解离 (CID)、2-三...
• Structure of 1,2-Dilithio[tetrakis(trimethylsilyl)]ethane in Solution. Observation of Lithium–Bridged Structures and Unexpected Anionic Rearrangement
  作者：Akira Sekiguchi、Masaaki Ichinohe、Tetsuo Nakanishi、Hideki Sakurai

  DOI：10.1246/cl.1993.267

  日期：1993.2

  6Li and 13C NMR spectra of 1,2-dilithio[tetrakis(trimethylsilyl)]ethane revealed a doubly bridged π-structure in aromatic solvents similar to that observed in the crystals. However, the dianion in THF, which was found to exist as a solvent–separated ion pair of Li+(THF)4 and a species bridged by one Li atom, was reactive to undergo anionic rearrangement.

  1,2-二锂[四(三甲基甲硅烷基)]乙烷的 6Li 和 13C NMR 光谱揭示了在芳族溶剂中的双桥接 π 结构，类似于在晶体中观察到的结构。然而，发现 THF 中的二价阴离子作为溶剂分离的 Li+(THF)4 离子对和由一个 Li 原子桥接的物质存在，具有发生阴离子重排的反应性。