(1H,1H,2H,2H-perfluorooctyl)diphenylphosphane

• 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: (1H,1H,2H,2H-perfluorooctyl)diphenylphosphane
• 英文别名: diphenyl(CH2CH2(CF2)5CF3)phosphine；(1H, 1H, 2H, 2H-perfluorooctyl)diphenylphosphine；Diphenyl(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)phosphane
• 化学式: C₂₀H₁₄F₁₃P
• 分子量: 532.284
• InChiKey: AHQGJDUTQJYXSF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  34
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  (1H,1H,2H,2H-perfluorooctyl)diphenylphosphane 在 sodium periodate 作用下， 以 丙酮 为溶剂， 反应 12.0h， 生成 (3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)diphenylphosphine oxide
  参考文献：
  名称：

  Palladium-catalysed carbon–carbon bond formation in supercritical carbon dioxide

  摘要：

  新型的含有氟化膦配体的钯络合物被制备出来，并首次应用于在超临界二氧化碳中通过钯催化的碳-碳键形成反应。

  DOI：

  10.1039/a802235f
• 作为产物：
  描述：

  (3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)diphenylphosphine oxide 在 三氯硅烷 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 12.0h， 生成 (1H,1H,2H,2H-perfluorooctyl)diphenylphosphane
  参考文献：
  名称：

  Palladium-catalysed carbon–carbon bond formation in supercritical carbon dioxide

  摘要：

  新型的含有氟化膦配体的钯络合物被制备出来，并首次应用于在超临界二氧化碳中通过钯催化的碳-碳键形成反应。

  DOI：

  10.1039/a802235f

文献信息

• Perfluorinated Ammonium and Phosphonium Ionic Liquids
  作者：Jens Christoffers、Torben Alpers、Thomas Muesmann、Oliver Temme

  DOI：10.1055/s-0037-1610072

  日期：2018.9

  Diphosphonium bistriflimides were obtained from bis(diphenylphosphano)alkanes, Ph2P(CH2)nPPh2 with n = 2–5. As alkylating reagents, n-C6F13CH2CH2OTf and n-C6F13CH2CH2I were applied. Ammonium and phosphonium ionic liquids with perfluorinated side chains were prepared as hybrid materials for surface impregnation. Melting points of the triflimide salts range up to 95 °C. The key feature of this investigation

  摘要 具有全氟侧链的铵和离子液体被制备为用于表面浸渍的杂化材料。三氟酰亚胺盐的熔点范围高达95°C。该研究的关键特征是作为阳离子的氟化部分的相对较短的全氟己基残基，由于其可降解性增强，因此生物蓄积性较低，因此使目标化合物成为现有产品的有益替代品。在铵系列中，制备了吡咯烷鎓，哌啶鎓，三氟化吗啉鎓以及衍生自DABCO的药。从三苯基-和二苯基膦获得三氟化单phosph。从双（二苯基膦基）烷烃Ph 2 P（CH 2）n获得双磷鎓双磷鎓n = 2–5的PPh 2。作为烷基化试剂，Ñ -C 6 ˚F 13 CH 2 CH 2光学传递函数和Ñ -C 6 ˚F 13 CH 2 CH 2我施加。 具有全氟侧链的铵和离子液体被制备为用于表面浸渍的杂化材料。三氟酰亚胺盐的熔点范围高达95°C。该研究的关键特征是作为阳离子的氟化部分的相对较短的全氟己基残基，由于其可降解性增强，因此生物蓄积性较低，因此使目标化合物
• Phosphorus(III) ligands with fluorous ponytails
  作者：Pravat Bhattacharyya、David Gudmunsen、Eric G. Hope、Ray D. W. Kemmitt、Danny R. Paige、Alison M. Stuart

  DOI：10.1039/a704872f

  日期：——

  A series of phosphorus(III) compounds incorporating one or more C6F13 ‘ponytails’ have been prepared as a pool of ligands for coordination and catalytic studies under the fluorous biphase regime. Solubility studies indicate that only ligands with three or more ponytails are preferentially soluble in perfluorocarbon solvents.

  我们制备了一系列含有一个或多个 C6F13 "马尾 "的磷(III)化合物，作为配体库，用于氟双相体系下的配位和催化研究。溶解性研究表明，只有具有三个或更多马尾的配体才能优先溶于全氟碳溶剂。
• Use of compressed CO2 in chemical reactions
  申请人：Cambridge University Technical Services, Ltd.

  公开号：US06458985B1

  公开（公告）日：2002-10-01

  A process for the transformation of an organic molecule catalyzed by a ligand-metal complex, is conducted in compressed CO2 as a solvent, wherein the complex comprises a perfluorinated group. Further, a process for the polymerization of a monomer containing two or more polymerizable groups, optionally together with another copolymerizable monomer, to give a cross-linked polymer in the form of essentially spherical particles, is conducted in compressed CO2 as a solvent, typically in the presence of a surfactant.

  使用配体金属复合物催化的有机分子转化的过程，在压缩的CO2作为溶剂中进行，其中复合物包括全氟化基团。此外，一种含有两个或更多可聚合基团的单体的聚合过程，可选地与另一种共聚单体一起，形成基本球形颗粒的交联聚合物，通常在表面活性剂的存在下，在压缩的CO2作为溶剂中进行。
• Synthetic and thermochemical studies of fluorinated tertiary phosphine ligands R2PRf [R=Cy, Ph, iPr; Rf=CH2CH2(CF2)5CF3] in an organoiron system
  作者：Dale C. Smith、Amy L. Klaman、Jérémie Cadoret、Steven P. Nolan

  DOI：10.1016/s0020-1693(99)00600-3

  日期：2000.4

  The fluorinated phosphine ligands [PR2Rf (R = Cy (2); Pr-i, (3); Ph, (4); R-f = CH2CH2(CF2)(5)CF3] react with Fe(CO)(3)(BDA) (1) (BDA = (C6H5)CH = CHC(O)CH3, benzylideneacetone) to yield the corresponding Fe(CO)(3)(PR2Rf)(2) = (R = Cy, (5) Pr-i, (6) Ph, (7)) complexes. Infrared studies on the carbonyl complexes and solution calorimetry studies of the reaction of 1 with 2, 3 and 4 have been performed to quantify the donor strength of this series of ligands. (C) 2000 Elsevier Science S.A. All rights reserved.
• Synthetic, Thermochemical, and Catalytic Studies of Fluorinated Tertiary Phosphine Ligands R₂PR_f [R = Cy, Ph, ⁱPr; R_f = CH‘₂CH₂(CF₂)₅CF₃] in Rhodium Systems
  作者：Dale C. Smith、Edwin D. Stevens、Steven P. Nolan

  DOI：10.1021/ic990430u

  日期：1999.11.1

  The fluoroalkylphosphine compounds PR2Rf (R = Cy (1); Pr-i (2); R-f = CH2CH2(CF2)(5)CF3) have been prepared from the reactions of the Grignard reagent IMgRf and appropriate ClPR2 (R = Cy, Pr-i). The fluorinated phosphine ligands [PR2Rf (R = Cy (1); Pr-i (2); Ph (3); R-f = CH2CH2(CF2)(5)CF3] react with [Rh(CO)(2)Cl](2) to yield the corresponding [Rh(CO)Cl(PR2Rf)(2)] (R = Cy (4); Pr-i (5); Ph (6)) complexes. Infrared studies on the carbonyl complexes and solution calorimetry studies of the reaction of (Rh(CO)(2)Cl](2) with PR2Rf (R = Ph, Pr-i, Cy) have been used to quantify the relative ligand donor strength for the series: PCy2Rf approximate to (PPr2Rf)-Pr-i > PPh2Rf. The solid-state crystal structure of [Rh(CO)Cl(PPh2Rf)(2)] (6) is reported. Additionally, these partially fluorinated phosphine ligands (1 and 3) can be used as supporting ligation in rhodium-mediated hydrogenation reactions.