(三苯基膦)五氟丙酸金 | 170470-56-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: (三苯基膦)五氟丙酸金
• 英文名称: (triphenylphosphine)gold pentafluoropropionate
• CAS: 170470-56-1
• 化学式: C₂₁H₁₅AuF₅O₂P
• 分子量: 622.281
• InChiKey: RAHDCOALZZAGJR-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  3.38
• 重原子数：
  30.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  40.13
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (三苯基膦)五氟丙酸金 以 neat (no solvent) 为溶剂， 生成 金
  参考文献：
  名称：

  Gold(I) Carboxylates and Fluorocarboxylates

  摘要：

  已制备出(三苯基膦)金(I)肉桂酸盐(1)、(三苯基膦)金(I)、[三(对甲苯基)膦]金(I)、[(4-二甲氨基苯基)二苯基膦]金(I)和(环己基异氰酸基)金(I)五氟丙酸盐(2-5)，产率高。这些产物对空气和水稳定，并且可溶于大多数常见的极性有机溶剂。已确定了1和3的结构。由于羧酸酯取代基的体积较大，分子在晶体中为单体。化合物1-4在约130°C的狭窄温度范围内发生热分解，5不太稳定，在48°C分解。

  DOI：

  10.1515/znb-2002-0602
• 作为产物：
  描述：

  三苯基膦氯金 、 silver(I) pentafluoropropionate 以 二氯甲烷 为溶剂， 以85%的产率得到(三苯基膦)五氟丙酸金
  参考文献：
  名称：

  Gold(I) Carboxylates and Fluorocarboxylates

  摘要：

  已制备出(三苯基膦)金(I)肉桂酸盐(1)、(三苯基膦)金(I)、[三(对甲苯基)膦]金(I)、[(4-二甲氨基苯基)二苯基膦]金(I)和(环己基异氰酸基)金(I)五氟丙酸盐(2-5)，产率高。这些产物对空气和水稳定，并且可溶于大多数常见的极性有机溶剂。已确定了1和3的结构。由于羧酸酯取代基的体积较大，分子在晶体中为单体。化合物1-4在约130°C的狭窄温度范围内发生热分解，5不太稳定，在48°C分解。

  DOI：

  10.1515/znb-2002-0602

文献信息

• Application of (phosphine)gold(I) carboxylates, sulfonates and related compounds as highly efficient catalysts for the hydration of alkynes
  作者：Patric Roembke、Hubert Schmidbaur、Stephanie Cronje、Helgard Raubenheimer

  DOI：10.1016/j.molcata.2003.11.011

  日期：2004.4

  The catalytic activity of a series of six gold(l) complexes LAuX (L = Ph3P, X = CO2C2F5, SO3-p-tol, SO3Et, SSO2-p-tol; L = Me3P, (p-tol)(3)P, X = CO2C2F5), as well as the silver(I) complexes Ph3PAgOC(O)C2F5 and Ph3PAgOS(O)(2)-p-tol-EtOH, regarding the hydration of 3-hexyne forming 3-hexanone in the presence of BF3.Et2O as aco-catalyst has been investigated. It could be shown that all the gold compounds are catalytically active with (Ph3P)AuOC(O)C2F5 (1) being the most active. Using 1, hydration of 3-hexyne takes place at room temperature and turnover frequencies (TOFs) as high as 3900 h(-1) can be reached without any notable catalyst deterioration (MeOH as solvent, 70degreesC). The silver complexes on the other hand did not furnish 3-hexanone under reaction conditions. This observation is explained with silver being the stronger acceptor compared to gold which can be derived from the crystal structures of representative examples. An optimization of the co-catalyst concentration showed that with increasing concentration the reaction rate increases significantly reaching saturation at approximately 5 mol%. This indicates that the Lewis acid BF3.Et2O plays a role in several steps of the catalytic cycle. 1 was also successfully employed as a catalyst to react acetic acid with 3-hexyne forming 3-hexene-3 -acetate but due to water being present in the glacial acetic acid 3-hexanone was also formed. (C) 2003 Elsevier B.V. All rights reserved.