trimethyltin tert-butoxide | 21726-97-6

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机过渡后金属化合物
• 英文名称: trimethyltin tert-butoxide
• 英文别名: tert.-Butoxy-trimethyl-stannan；Trimethyltin t-butoxide；trimethyl-[(2-methylpropan-2-yl)oxy]stannane
• CAS: 21726-97-6
• 化学式: C₇H₁₈OSn
• 分子量: 236.929
• InChiKey: WSKDJTQIMCXXAC-UHFFFAOYSA-N

物化性质

• 沸点：
  140-142 °C

计算性质

• 辛醇/水分配系数(LogP)：
  2.64
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  trimethyltin tert-butoxide 、 3-(dimethylboryl)-3-ethyl-1,1-diphenylstannole 以 正己烷 为溶剂， 以0%的产率得到(CH₃)2SnC₄H₂(C₂H₅)2(Sn(CH₃)3)(B(C₂H₅)(OC₄H₉))
  参考文献：
  名称：

  Wrackmeyer, Bernd; Klaus, Uwe; Milius, Wolfgang, Chemische Berichte, 1995, vol. 128, # 7, p. 679 - 688

  摘要：

  DOI：
• 作为产物：
  描述：

  三甲基溴化锡 、 tributyltin tert-butoxide 以68%的产率得到trimethyltin tert-butoxide
  参考文献：
  名称：

  Pijselman, J.; Pereyre, M., Comptes Rendus des Seances de l'Academie des Sciences, Serie C: Sciences Chimiques, 1972, vol. 274, p. 1583 - 1584

  摘要：

  DOI：

文献信息

• First mixed valence cerium–organic trinuclear cluster [Ce3(OBut)10NO3] as a possible molecular switch: synthesis, structure and density functional calculations
  作者：Yurii K. Gun'ko、Simon D. Elliott、Peter B. Hitchcock、Michael F. Lappert

  DOI：10.1039/b110247h

  日期：2002.4.9

  The crystalline trinuclear cerium cluster complex [(Ce(OBut)2}2(μ-OBut)3(μ3-OBut)2Ce(OBut)(NO3)}] 1 has been obtained in good yield from 2 [Ce(OBut)4(thf)2], [Ce(OBut)3(NO3)] and Sn(C5H3But2-1,3)Me3 by refluxing in hexane, and was characterised by microanalysis, 1H NMR, IR and UV–Vis spectra and MS data. Its structure and bonding have been analysed by X-ray diffraction. Density functional calculations were carried out on the model compound 2, in which each OBut substituent was replaced by OH, and 3, related to 2 but with OH instead of NO3. The geometric parameters showed good agreement with experiment. It is concluded that 1 is a mixed valence Ce(III)[Ce(IV)]2 cluster, that the single f electron is localised on the NO3-bearing Ce atom, and that excitation of this electron to a low energy alternative state is facile. Hence the cluster may offer potential as an f-electron molecular switch.

  由 2â[Ce(OBut)4(thf)2] 和 [Ce(OBut)3(NO3)] 以及 Sn(C5H3But2-1,3)Me3 在己烷中回流得到了晶体状三核铈簇合物 [(Ce(OBut)2}2(δ-OBut)3(δ3-OBut)2Ce(OBut)( )}] 1、[通过微量分析、1H NMR、IR 和 UV-Vis 光谱以及 MS 数据对其进行了表征。通过 X 射线衍射分析了其结构和成键情况。对模型化合物 2 和 3 进行了密度泛函计算，前者中的每个 OBut 取代基都被 OH 取代，后者与 2 有关，但 OH 取代了 。几何参数与实验结果吻合。结论是 1 是一个混合价的 Ce(III)[Ce(IV)]2 簇，单 f 电子位于含 的 Ce 原子上，该电子容易激发到低能替代态。因此，该团簇具有作为 f 电子分子开关的潜力。
• Facile Access to vic-Borylstannylalkanes via Copper-Catalyzed Three-Component Borylstannylation of Alkenes
  作者：Hiroto Yoshida、Yuki Takemoto、Ken Takaki

  DOI：10.1055/s-0034-1379385

  日期：——

  alkenylborane and allylstannane units. A copper complex has been found to catalyze the borylstannylation of alkenes through three-component coupling with a diboron and a tin alkoxide, affording vic-borylstannylalkanes of structural diversity in a regio- and stereoselective manner. The versatility of this borylstannylation has been also demonstrated by employing allenes, leading to the sole formation of

  摘要 一种铜络合物，已经发现通过与二硼和锡醇盐的三组分偶联催化烯烃的borylstannylation，得到VIC在一个区域选择性和立体选择性的方式的结构多样性的-borylstannylalkanes。硼烷基锡烷基化反应的多功能性也已通过使用丙二烯得到证实，导致仅形成具有烯基硼烷和烯丙基锡烷单元的硼烷基锡烷基化产物。 一种铜络合物，已经发现通过与二硼和锡醇盐的三组分偶联催化烯烃的borylstannylation，得到VIC在一个区域选择性和立体选择性的方式的结构多样性的-borylstannylalkanes。硼烷基锡烷基化反应的多功能性也已通过使用丙二烯得到证实，导致仅形成具有烯基硼烷和烯丙基锡烷单元的硼烷基锡烷基化产物。
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Sn: Org.Comp.12, 1.4.1.1.1.5.2.1.6, page 64 - 69
  作者：

  DOI：——

  日期：——
• Koehler, Frank H.; Hertkorn, Norbert; Bluemel, Janet, Chemische Berichte, 1987, vol. 120, p. 2081 - 2082
  作者：Koehler, Frank H.、Hertkorn, Norbert、Bluemel, Janet

  DOI：——

  日期：——
• Copper-Catalyzed Three-Component Borylstannylation of Alkynes
  作者：Yuki Takemoto、Hiroto Yoshida、Ken Takaki

  DOI：10.1002/chem.201202435

  日期：2012.11.12

  AbstractRegio‐ and stereoselective installation of boryl and stannyl moieties into a carbon–carbon triple bond of various alkynes has been achieved based on a three‐component coupling reaction by using a diboron and a tin alkoxide with the aid of a copper(II) acetate–tricyclohexylphosphine complex, giving diverse vic‐borylstannylalkenes in a straightforward manner. Carbon–tin and carbon–boron bonds of the resulting borylstannylation product are successively transformed into carbon–carbon bonds by a Migita–Kosugi–Stille and a Suzuki–Miyaura coupling, leading to the formation of (Z)‐tamoxifen with anti‐breast cancer activity.