diphenyl[4-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)phenyl]phosphine oxide | 290827-84-8

• 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: diphenyl[4-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)phenyl]phosphine oxide
• 英文别名: 1-Diphenylphosphoryl-4-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)benzene
• CAS: 290827-84-8
• 化学式: C₂₆H₁₈F₁₃OP
• 分子量: 624.381
• InChiKey: NSZJAYKFWZZZKY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.1
• 重原子数：
  41
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  diphenyl[4-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)phenyl]phosphine oxide 在 三氯硅烷 、 三乙胺 作用下， 以 甲苯 为溶剂， 生成 diphenyl[4-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)phenyl]phosphane
  参考文献：
  名称：

  New approaches to fluorinated ligands and their application in catalysis

  摘要：

  Simple and generic approaches to fluorous soluble ligands have been developed and applied to the synthesis of various fluorinated arylphosphines including polymeric ones. The utility of some of these ligands has been demonstrated in catalysis in supercritical CO2 (scCO(2)) and fluorous solvents. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00213-2
• 作为产物：
  描述：

  (4-溴苯基)二苯基氧化磷 在 palladium on activated charcoal 、 palladocycle 氢气 、 sodium acetate 作用下， 以 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 20.0~125.0 ℃ 、1000.0 kPa 条件下， 反应 25.0h， 生成 diphenyl[4-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)phenyl]phosphine oxide
  参考文献：
  名称：

  New approaches to fluorinated ligands and their application in catalysis

  摘要：

  Simple and generic approaches to fluorous soluble ligands have been developed and applied to the synthesis of various fluorinated arylphosphines including polymeric ones. The utility of some of these ligands has been demonstrated in catalysis in supercritical CO2 (scCO(2)) and fluorous solvents. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00213-2

文献信息

• A general Staudinger protocol for solution-phase parallel synthesis
  作者：Craig W Lindsley、Zhijian Zhao、Randall C Newton、William H Leister、Kimberly A Strauss

  DOI：10.1016/s0040-4039(02)00827-4

  日期：2002.6

  The Staudinger reaction has been adapted for parallel synthesis by the application of fluorous-tethered triphenyl phosphine. The fluorous-tethered triphenylphosphine is expediently removed in parallel by FluoroFlash™ SPE columns to afford functionalized amines in high yields and purities.

  施陶丁格反应已通过应用氟链三苯膦进行了平行合成。方便地通过Fluoro Flash ™SPE色谱柱并行除去氟系三苯膦，从而以高收率和纯度提供官能化胺。
• Separation of “Light Fluorous” Reagents and Catalysts by Fluorous Solid-Phase Extraction:  Synthesis and Study of a Family of Triarylphosphines Bearing Linear and Branched Fluorous Tags
  作者：Qisheng Zhang、Zhiyong Luo、Dennis P. Curran

  DOI：10.1021/jo000464f

  日期：2000.12.1

  Practical syntheses of new triarylphosphines bearing both linear and branched fluorous tags (Rf) are reported. The phosphines have one, two, or all three aryl rings bearing fluorous tags: (Ph)(3-n)P(C6H4(CH2)(m)Rf)(n) Fluorous-organic partition coefficients have been measured and the retention properties of both the phosphines and the derived phosphine oxides on fluorous reverse phase silica have been studied. While applications relying on liquid-liquid extractive separations of these phosphines may be limited to those bearing three fluorous chains, the technique of solid phase extraction should be broadly applicable to phosphines, phosphine oxides, and derived metal complexes. A parallel platinum-catalyzed allylation of aldehydes with fluorous allyl stannanes illustrates the usefulness of the new fluorous ligands in small-scale synthesis.
• New approaches to fluorinated ligands and their application in catalysis
  作者：Weiping Chen、Lijin Xu、Yulai Hu、Anna M Banet Osuna、Jianliang Xiao

  DOI：10.1016/s0040-4020(02)00213-2

  日期：2002.5

  Simple and generic approaches to fluorous soluble ligands have been developed and applied to the synthesis of various fluorinated arylphosphines including polymeric ones. The utility of some of these ligands has been demonstrated in catalysis in supercritical CO2 (scCO(2)) and fluorous solvents. (C) 2002 Elsevier Science Ltd. All rights reserved.