ClSiMe2C2H4C10F21 | 6145-11-5

• 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: ClSiMe2C2H4C10F21
• 英文别名: Chloro-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-henicosafluorododecyl)-dimethylsilane
• CAS: 6145-11-5
• 化学式: C₁₄H₁₀ClF₂₁Si
• 分子量: 640.738
• InChiKey: FMEZAKFNWIVLDL-UHFFFAOYSA-N

物化性质

• 沸点：
  276.5±40.0 °C(Predicted)
• 密度：
  1.519±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.1
• 重原子数：
  37
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  21

反应信息

• 作为反应物：
  描述：

  ClSiMe2C2H4C10F21 在 叔丁基锂 作用下， 以 乙醚 、 正戊烷 为溶剂， 反应 121.5h， 生成 (1R)-1-[4-[3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-henicosafluorododecyl(dimethyl)silyl]-2-trimethylsilylsulfanylphenyl]-N,N-dimethylethanamine
  参考文献：
  名称：

  Synthesis of Arylzinc Thiolates Containing Perfluoroalkyl Chains. Model Catalyst Precursors for the Enantioselective Zinc-Mediated 1,2-Addition of Dialkylzincs to Aldehydes in Fluorous Biphase Systems

  摘要：

  [GRAPHICS]The synthesis of perfluoroalkyl-functionalized arene trimethylsilyl others and their conversion to ethylzinc thiolates is described. These compounds have been successfully applied as catalysts in the enantioselective addition of diethylzinc to benzaldehyde. This is the first example of a two phase organic/perfluorous enantioselective catalytic system.

  DOI：

  10.1021/ol9907320

文献信息

• Highly fluorous zirconocene(IV) complexes and their catalytic applications in the polymerization of ethylene
  作者：Juan Cámpora、Inmaculada Matas、Pilar Palma、Eleuterio Álvarez、Henk Kleijn、Berth-Jan Deelman、Elisa Passaglia

  DOI：10.1016/j.jorganchem.2010.03.030

  日期：2010.6

  The catalytic activities of the highly fluorous systems formed by the zirconocene(IV) complexes [Zreta(C5H4SiMe2C2H4RF)-C-5}(2)Cl-2] (R-F = C6F13 (4a), C10F21 (4b)) or [Zr-eta(5)-C5H3(SiMe2C2H4C6F13)(2)}(2)Cl-2] (5a) and MMAO in toluene have been studied and compared with analogous nonfluorous systems generated from [Zreta(5)-C5H4SiMe3}(2)Cl-2] and [Zreta(5)-C5H5}(2)Cl-2]. Although less active than the reference systems, the fluorous catalysts are stable over prolonged polymerization times, giving rise to polymers with similar molecular weights to those obtained with [Zreta(5)-C5H4SiMe3}(2)Cl-2]. (C) 2010 Elsevier B.V. All rights reserved.
• Ortho-bis(amino)arylnickel(II) halide complexes containing perfluoroalkyl chains as model catalyst precursors for use in fluorous biphase systems
  作者：Henk Kleijn、Johann T.B.H. Jastrzebski、Robert A. Gossage、Huub Kooijman、Anthony L. Spek、Gerard van Koten

  DOI：10.1016/s0040-4020(97)10214-9

  日期：1998.2

  A novel synthetic procedure is presented to modify 1,3-bis[(dimethylamino)methyl]benzene to accommodate perfluoro alkyl chains. These ligands are then converted into nickel-and platinum-chloride organometallic derivatives, which can serve as model compounds for use in homogeneous catalysis. A nickel complex is shown to be an active catalyst for the 1 : 1 addition of CCl4 to methylmethacrylate (Kharasch addition reaction) in dichloromethane but lacks sufficient solubility for use under fluorous biphase conditions. The structure in the solid state of this fluorous Ni species, which is a rare example of a structurally characterised perfluoro organometallic compound, was elucidated by single crystal X-ray diffraction. (C) 1998 Elsevier Science Ltd. All rights reserved.