benzyl-t-BuMe2Si-sulfide | 126651-22-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: benzyl-t-BuMe2Si-sulfide
• 英文别名: Benzylsulfanyl-tert-butyl-dimethylsilane
• CAS: 126651-22-7
• 化学式: C₁₃H₂₂SSi
• 分子量: 238.469
• InChiKey: GXFXKXAXWGASAG-UHFFFAOYSA-N

物化性质

• 沸点：
  295.3±9.0 °C(Predicted)
• 密度：
  0.936±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.93
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  苄基苯基硫醚 、 t-butyldimethylsilane 在 palladium dichloride 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 生成 benzyl-t-BuMe2Si-sulfide
  参考文献：
  名称：

  A Catalytic Synthesis of Thiosilanes and Silthianes:  Palladium Nanoparticle-Mediated Cross-Coupling of Silanes with Thio Phenyl and Thio Vinyl Ethers through Selective Carbon−Sulfur Bond Activation

  摘要：

  Palladium nanoparticles generated in situ from N,N-dimethyl-acetamide (DMA) solutions of PdX2 (X = Cl-, OAc-, OCOCF3-) or Pd-2(dba)(3) by reduction with alkyl silanes R3SiH (R = Me, Et, i-Pr, t-Bu) are selective catalysts for the cross-coupling of the silanes R3SiH with phenyl and vinyl thioethers forming the corresponding thiosilanes and silthianes in high yields and under mild conditions. The method is applicable to phenyl thioglycosides, giving access to thiosilyl glycosides a new class of sugar derivatives.

  DOI：

  10.1021/ja049386u

文献信息

• Application of Bulky NHC–Rhodium Complexes in Efficient S–Si and S–S Bond Forming Reactions
  作者：Małgorzata Bołt、Patrycja Żak

  DOI：10.1021/acs.inorgchem.1c02160

  日期：2021.12.6

  methodologies are based on new rhodium complexes containing bulky N-heterocyclic carbene (NHC) ligands that turned out to be efficient catalysts in thiol and thiol–silane coupling reactions. These green protocols, which use easily accessible reagents, allow obtaining compounds containing S–Si and S–S bonds in solvent-free conditions. Additionally, preliminary tests on coupling of mono- and octahydro-substituted

  介绍了有效和直接合成甲硅烷基硫醚和二硫化物。合成方法基于新的铑配合物，该配合物含有庞大的 N-杂环卡宾 (NHC) 配体，这些配体在硫醇和硫醇 - 硅烷偶联反应中是有效的催化剂。这些绿色方案使用容易获得的试剂，允许在无溶剂条件下获得含有 S-Si 和 S-S 键的化合物。此外，单氢和八氢取代的球硅酸盐与选定的硫醇偶联的初步试验证明非常有前途，并表明这些催化体系可用于合成一类新型的官能化倍半硅氧烷衍生物。
• A versatile synthesis of functionalized thiols
  作者：George A. Kraus、Brad Andersh

  DOI：10.1016/s0040-4039(00)79676-6

  日期：1991.5

  The reaction of trimer 6 and an alkyl lithium afforded thiolate 7 which reacted with primary halides to produce silyl thioethers in good to excellent yields. The silyl thioethers could be hydrolyzed to the thiols using HF in acetonitrile.
• LANDRUM, DEBORAH C.;MAWHINNEY, THOMAS P., J. CHROMATOGR., 483,(1989) C. 21-32
  作者：LANDRUM, DEBORAH C.、MAWHINNEY, THOMAS P.

  DOI：——

  日期：——
• A Catalytic Synthesis of Thiosilanes and Silthianes:  Palladium Nanoparticle-Mediated Cross-Coupling of Silanes with Thio Phenyl and Thio Vinyl Ethers through Selective Carbon−Sulfur Bond Activation
  作者：Mee-Kyung Chung、Marcel Schlaf

  DOI：10.1021/ja049386u

  日期：2004.6.1

  Palladium nanoparticles generated in situ from N,N-dimethyl-acetamide (DMA) solutions of PdX2 (X = Cl-, OAc-, OCOCF3-) or Pd-2(dba)(3) by reduction with alkyl silanes R3SiH (R = Me, Et, i-Pr, t-Bu) are selective catalysts for the cross-coupling of the silanes R3SiH with phenyl and vinyl thioethers forming the corresponding thiosilanes and silthianes in high yields and under mild conditions. The method is applicable to phenyl thioglycosides, giving access to thiosilyl glycosides a new class of sugar derivatives.