Triethyl-(4-methoxyphenyl)sulfanylsilane | 1312415-40-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: Triethyl-(4-methoxyphenyl)sulfanylsilane
• 英文别名: triethyl-(4-methoxyphenyl)sulfanylsilane
• CAS: 1312415-40-9
• 化学式: C₁₃H₂₂OSSi
• 分子量: 254.469
• InChiKey: GAYXWELYOPXHGX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.79
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  34.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  三乙基氯硅烷 在 [Ru(κ¹-OAc)(κ²-OAc)(κ³-1,1,1-tris(diphenylphosphinomethyl)ethane)] 、 三乙胺 作用下， 以 乙醚 、 乙腈 为溶剂， 反应 33.0h， 生成 Triethyl-(4-methoxyphenyl)sulfanylsilane
  参考文献：
  名称：

  Use of Silylated Formiates as Hydrosilane Equivalents

  摘要：

  本发明涉及一种通过在催化剂和可选添加剂的存在下，使式(I)的有机化合物与式(II)的硅烷基甲酸酯之间发生反应来制备有机化合物的方法。 该发明还涉及利用该方法制备式(I)的有机化合物，用于制备精细化学和重化学的试剂，以及在维生素、药品、粘合剂、丙烯酸纤维、合成皮革和杀虫剂的生产中的用途。

  公开号：

  US20210292345A1

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。
• Dehydrogenative coupling of aromatic thiols with Et₃SiH catalysed by N-heterocyclic carbene nickel complexes
  作者：Lorena Postigo、Rita Lopes、Beatriz Royo

  DOI：10.1039/c3dt52052h

  日期：——

  A series of new tetramethylcyclopentadienyl-functionalised N-heterocyclic carbene ligands with different wingtip substituents have been prepared and characterised. These ligands have been successfully coordinated to nickel affording complexes of the general type (Cp*-NHCR)NiX (X = Cl, I). These well-defined nickel complexes selectively catalysed the coupling of aromatic thiols with Et3SiH to give the corresponding silylthioethers (RSSiEt3). The nickel complexes bearing ethyl, iso-butyl, and n-butyl wingtips displayed comparable catalytic efficiency, while the nickel complex bearing a methyl substituent on the wingtip was the worst performing catalyst.

  一系列新的四甲基环戊二烯基功能化的N-杂环卡宾配体，配有不同的翼端取代基，已被合成并表征。这些配体成功地与镍配位，形成一般类型为(Cp*-NHCR)NiX（X = Cl, I）的络合物。这些结构明确的镍络合物选择性催化芳香硫醇与Et3SiH的偶联反应，生成相应的硅基硫醚(RSSiEt3)。带有乙基、异丁基和正丁基翼端的镍络合物显示出相似的催化效率，而在翼端有甲基取代基的镍络合物则表现出最差的催化活性。
• Ru‐catalyzed Formation of Thiosilanes and Selenosilanes using Dichalcogenides as a User‐Friendly Alternative to Thiols and Selenols
  作者：Krzysztof Kuciński、Marcin Gruszczyński、Grzegorz Hreczycho

  DOI：10.1002/cctc.202200961

  日期：2022.10.10

  The silylation/germylation of several disulfides/diselenides has been established by using commercially available ruthenium catalyst. As a result, several silylthioethers and their germanium and selenium analogs have been synthesized. Notably, the obtained thiosilanes were subsequently utilized in nucleophilic aromatic substitution reaction, leading to unsymmetrical sulfides.

  通过使用市售的钌催化剂已经建立了几种二硫化物/二硒化物的甲硅烷基化/胚芽化。结果，合成了几种甲硅烷基硫醚及其锗和硒类似物。值得注意的是，得到的硫硅烷随后被用于亲核芳族取代反应，导致硫化物不对称。
• Dehydrogenative Coupling of Thiol with Hydrosilane Catalyzed by an Iron Complex
  作者：Kozo Fukumoto、Michiho Kasa、Tsukuru, Oya、Masumi Itazaki、Hiroshi Nakazawa

  DOI：10.1021/om200377e

  日期：2011.7.11

  Thermal reaction of RSH with Et(3)SiH in the presence of a catalytic amount of CpFe(CO)(2)Me exhibited dehydrogenative S-Si coupling to give RSSiEt(3). A plausible reaction mechanism is proposed involving an Fe(IV) complex with SR, SiEt(3), and H ligands, from which reductive elimination of SR and SiEt3 takes place to give RSSiEt(3).
• Use of Silylated Formiates as Hydrosilane Equivalents
  申请人：Commissariat a l'Energie Atomique et aux Energies Alternatives

  公开号：US20210292345A1

  公开（公告）日：2021-09-23

  The present invention relates to a method for preparing organic compounds of formula (I) by reaction between a silylated formiate of formula (II) and an organic compound in the presence of a catalyst and optionally of an additive. The invention also relates to use of the method for preparing organic compounds of formula (I) for the preparation of reagents for fine chemistry and for heavy chemistry, as well as in the production of vitamins, pharmaceutical products, adhesives, acrylic fibres, synthetic leathers, and pesticides.

  本发明涉及一种通过在催化剂和可选添加剂的存在下，使式(I)的有机化合物与式(II)的硅烷基甲酸酯之间发生反应来制备有机化合物的方法。 该发明还涉及利用该方法制备式(I)的有机化合物，用于制备精细化学和重化学的试剂，以及在维生素、药品、粘合剂、丙烯酸纤维、合成皮革和杀虫剂的生产中的用途。