α-deutero-vinyltrimethylsilane | 79678-00-5

• 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: α-deutero-vinyltrimethylsilane
• 英文别名: trimethyl(1-deuterioethenyl)silane；trimethyl(1-deuteriovinyl)silane；1-deuterioethenyl(trimethyl)silane
• CAS: 79678-00-5
• 化学式: C₅H₁₂Si
• 分子量: 101.228
• InChiKey: GCSJLQSCSDMKTP-UICOGKGYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.05
• 重原子数：
  6.0
• 可旋转键数：
  1.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  4-硝基碘苯 、 α-deutero-vinyltrimethylsilane 在 palladium diacetate 、 silver nitrate 、 三乙胺 作用下， 以 二甲基亚砜 、 正戊烷 为溶剂， 反应 5.0h， 生成 (E)-trimethyl<2-(4-nitrophenyl)ethenyl-1-d>silane
  参考文献：
  名称：

  Stereoselective palladium-catalyzed synthesis of (Z)-trimethyl(2-arylethenyl)silanes by arylation of (E)-1,2-bis(trimethylsilyl)ethylene. Effects of added halides compared to silver salts

  摘要：

  DOI：

  10.1021/jo00268a058
• 作为产物：
  描述：

  (1-溴乙烯基)三甲硅烷 在 重水 、 叔丁基锂 作用下， 生成 α-deutero-vinyltrimethylsilane
  参考文献：
  名称：

  Stereoselective palladium-catalyzed synthesis of (Z)-trimethyl(2-arylethenyl)silanes by arylation of (E)-1,2-bis(trimethylsilyl)ethylene. Effects of added halides compared to silver salts

  摘要：

  DOI：

  10.1021/jo00268a058

文献信息

• Formation of allylsilanes from Cl2[P(C6H11)3]2RuC(R)H and vinylsilanes—β-SiR′3 elimination from ruthenacyclobutanes as a terminating step in olefin cross-metathesis
  作者：Cezary Pietraszuk、Helmut Fischer

  DOI：10.1039/b008536g

  日期：——

  Stoichiometric reactions of the Grubbs carbene complex [Cl2P(C6H11)3} 2RuC(Ph)H] with vinylsilanes, H2CC(SiMenR3−n )H (R = Ph, OEt; n = 1, 2, 3), afford metathesis products and allylsilanes formed by β-SiR3 elimination followed by reductive elimination; the formation of allylsilanes constitutes a terminating step in the Ru-catalysed cross-metathesis of olefins with methylsubstituted vinylsilanes.

  Grubbs 卡宾配合物 [Cl2P(C6H11)3} 2RuC(Ph)H] 与乙烯基硅烷 H2CC(SiMenR3−n )H (R = Ph, OEt; n = 1, 2, 3) 的化学计量反应，得到复分解β-SiR3消除再还原消除形成的产物和烯丙基硅烷；烯丙基硅烷的形成构成了Ru催化的烯烃与甲基取代的乙烯基硅烷的交叉复分解的终止步骤。
• Synthesis of 1-trimethylsilyl 1,3-dienes by the palladium-catalyzed reaction of trimethylvinylsilane with vinyl iodides/silver nitrate or vinyl triflates
  作者：Kostas Karabelas、Anders Hallberg

  DOI：10.1021/jo00256a003

  日期：1988.10
• Formation of tungsten carbyne complexes from vinyl- and allyssilanes and -stannanes
  作者：Lauren M. Atagi、James M. Mayer

  DOI：10.1016/0277-5387(94)00356-j

  日期：1995.1

  WX(2)(PMe(3))(4) [X = Cl (1a), Br (1b)] react with the vinyl reagents CH2=CHR [R = SiMe(3), Si(OEt)Me(2), Si(OMe)(3) and Sn(n)Bu(3)] to give the tungsten methylcarbyne plexes W(=CCH3)X(PMe(3))(4) [X = Cl (2a), Br (2b)] and XSiR(3) and XSnR(3). The connectivity of 2a has been confirmed by NMR and an X-ray crystal structure. Similarly, the allyl reagents CH2=CHCH(2)R [R = SiMe(3), SiClMe(2), Si(OMe)(3) and SnMe(3)] react with la and 1b to give the ethyl carbynes W(=CCH2CH3)X(PMe(3))(4) [X = Cl (6a), Br (6b)]. Reactions of (CH2)-C-13=CHSiMe(3) and CH2-CDSiMe(3) show that the methylcarbyne ligand is formed by net migration of the methyne hydrogen to the methylene carbon, but a crossover experiment with both of these substrates shows that the rearrangement is not intramolecular. In some of the reactions, pre-equilibrium formation of a tungsten(II) vinylsilane complex is observed. The proposed mechanism for carbyne formation, based on kinetic and labeling studies, involves loss of XSiR, from the vinylsilane intermediate to give a tungsten vinyl species. The vinyl complex is deprotonated to a vinylidene which is reprotonated to the carbyne. The relative rates of carbyne formation span more than three orders of magnitude, with reactions of 1a faster than 1b and CH2=CHSn(n)Bu(3) > CH2=CH CH(2)SnMe(3) > CH2=CHSi(OMe)(3) > CH2=CHSiMe(3) > CH2=CHCH2Si(OMe)(3) > CH2=CHCH(2)SiMe(3). A primary determinant of relative reactivity is the initial binding of the olefinic substrate to tungsten(II).
• KARABELAS, KOSTAS;HALLBERG, ANDERS, J. ORG. CHEM., 54,(1989) N, C. 1773-1776
  作者：KARABELAS, KOSTAS、HALLBERG, ANDERS

  DOI：——

  日期：——
• KARABELAS, KOSTAS;HALLBERG, ANDERS, J. ORG. CHEM., 53,(1988) N 21, C. 4909-4914
  作者：KARABELAS, KOSTAS、HALLBERG, ANDERS

  DOI：——

  日期：——