tris(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)silane

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: tris(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)silane
• 英文别名: Tris(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)silane
• 化学式: C₃₀H₁₃F₅₁Si
• 分子量: 1370.44
• InChiKey: BNMFASAZWHBKMV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  18.41
• 重原子数：
  82
• 可旋转键数：
  27
• 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：
  51

反应信息

• 作为反应物：
  描述：

  tris(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)silane 在 全氟己烷 、 溴 作用下， 生成 bromo[tris(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)]silane
  参考文献：
  名称：

  使用新的氟保护基快速合成双stratamide H

  摘要：

  使用新的“高度”氟氨基保护基三（全氟癸基）甲硅烷基乙氧基羰基（F Teoc）基团可实现双链酰胺H的全合成。合成中间体很容易通过用氟溶剂进行液-液萃取来分离。氟保护基被证明是可再循环的。

  DOI：

  10.1016/j.tetlet.2005.10.144
• 作为产物：
  描述：

  1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-十七氟-10-碘庚烷 在 magnesium 、 三氯硅烷 作用下， 以 乙醚 为溶剂， 以75%的产率得到tris(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)silane
  参考文献：
  名称：

  Synthesis and Properties of a Novel Family of Fluorous Triphenylphosphine Derivatives

  摘要：

  A novel approach to the preparation of perfluorotail-functionalized triarylphosphines using a p-silyl substituent as the branching point has been developed. This approach enabled the attachment of between three and nine perfluarotails per phosphorus atom, resulting in the production of highly fluorous tris [p-(1H,1H,2H,2H-perfluoroalkylsilyl)aryl] phosphines, P[C6H4-p-SiMe3-n(CH2CH2CxF2x+1)(n)](3) (n = 1, 2, 3; x = 6, 8), containing between 50 and 67 wt % nuorine. P-31 NMR studies indicate that the phosphorus atoms, and consequently the a-donor and pi-acceptor properties of these phosphines, are not influenced by the electron-withdrawing perfluoroalkyltails. The fluorous triarylphosphines are readily soluble in fluorous solvents and display fluorous phase preference in several fluorous biphasic systems. The phase partitioning of these fluorous ligands, as well as their donor properties, is discussed in relation to their potential for fluorous biphasic catalyst separation.

  DOI：

  10.1021/jo991548v

文献信息

• Synthesis and Properties of a Novel Family of Fluorous Triphenylphosphine Derivatives
  作者：Bodo Richter、Elwin de Wolf、Gerard van Koten、Berth-Jan Deelman

  DOI：10.1021/jo991548v

  日期：2000.6.1

  A novel approach to the preparation of perfluorotail-functionalized triarylphosphines using a p-silyl substituent as the branching point has been developed. This approach enabled the attachment of between three and nine perfluarotails per phosphorus atom, resulting in the production of highly fluorous tris [p-(1H,1H,2H,2H-perfluoroalkylsilyl)aryl] phosphines, P[C6H4-p-SiMe3-n(CH2CH2CxF2x+1)(n)](3) (n = 1, 2, 3; x = 6, 8), containing between 50 and 67 wt % nuorine. P-31 NMR studies indicate that the phosphorus atoms, and consequently the a-donor and pi-acceptor properties of these phosphines, are not influenced by the electron-withdrawing perfluoroalkyltails. The fluorous triarylphosphines are readily soluble in fluorous solvents and display fluorous phase preference in several fluorous biphasic systems. The phase partitioning of these fluorous ligands, as well as their donor properties, is discussed in relation to their potential for fluorous biphasic catalyst separation.
• An expeditious synthesis of bistratamide H using a new fluorous protecting group
  作者：Yutaka Nakamura、Kazuo Okumura、Masaru Kojima、Seiji Takeuchi

  DOI：10.1016/j.tetlet.2005.10.144

  日期：2006.1

  A total synthesis of bistratamide H has been achieved using a new ‘highly’ fluorous amino protecting group, tris(perfluorodecyl)silylethoxylcarbonyl (FTeoc) group. The synthetic intermediates were easily isolated by liquid–liquid extraction with fluorous solvent. The fluorous protecting group was demonstrated to be recycled.

  使用新的“高度”氟氨基保护基三（全氟癸基）甲硅烷基乙氧基羰基（F Teoc）基团可实现双链酰胺H的全合成。合成中间体很容易通过用氟溶剂进行液-液萃取来分离。氟保护基被证明是可再循环的。