bromo[bis(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)]methylsilane

• 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: bromo[bis(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)]methylsilane
• 英文别名: Bromo-bis(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)-methylsilane
• 化学式: C₂₁H₁₁BrF₃₄Si
• 分子量: 1017.25
• InChiKey: UQNGREHEEYHJDN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.76
• 重原子数：
  57
• 可旋转键数：
  18
• 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：
  34

反应信息

• 作为反应物：
  描述：

  三-对溴苯基膦 、 bromo[bis(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)]methylsilane 在 叔丁基锂 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 15.0h， 以90%的产率得到tris[4-{bis(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)methylsilyl}phenyl]phosphine
  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
• 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 溴 、 magnesium 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 15.0h， 生成 bromo[bis(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)]methylsilane
  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.