[(MeCN)Ph₃PAu]SbF₆ | 883995-03-7

• 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: [(MeCN)Ph₃PAu]SbF₆
• 英文别名: [Au(MeCN)(PPh₃)][SbF₆]；[Ph3P-Au-(NCCH3)](1+)*SbF6(1-)；[Ph3PAu(NCCH3)]SbF6；[(gold(I))(PPh3)(NCMe)]SbF6；[Au(pph3)(mecn)]sbf6；acetonitrile;gold(1+);hexafluoroantimony(1-);triphenylphosphane
• CAS: 883995-03-7
• 化学式: C₂₀H₁₈AuNP*F₆Sb
• 分子量: 736.05
• InChiKey: XGQKVQWWWUMWLM-UHFFFAOYSA-H

计算性质

• 辛醇/水分配系数(LogP)：
  6.11
• 重原子数：
  30
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  [(MeCN)Ph₃PAu]SbF₆ 、 4-苯基-3-丁炔-1-醇 在 1,8-双二甲氨基萘 作用下， 以 氘代氯仿 为溶剂， 生成
  参考文献：
  名称：

  Quantitative Evaluation of the Stability of gem-Diaurated Species in Reactions with Nucleophiles

  摘要：

  The reactivity of diaurated species toward nucleophiles was investigated. The reaction yields vinyl gold species and is described as simple S(N)2 ligand exchange at gold. Using suitably strong nucleophiles, equilibrium constants were determined to measure the stability of various diaurated species. On the basis of these equilibrium constants the influence of ligand and the nature of vinyl cores on the stability were analyzed. These results have direct implication for gold catalysis: it was demonstrated that vinyl gold intermediates bind the catalytic LAu+ species generally stronger than an alkyne (the substrate) by a factor of 10(6)-10(9). This demonstrates that the formation of diaurated species from vinyl gold intermediates is thermodynamically favored in a catalytic reaction.

  DOI：

  10.1021/om400083f
• 作为产物：
  描述：

  (乙腈)[(2-联苯)二叔丁基膦]六氟锑酸金(I) 、 以 氘代氯仿 为溶剂， 生成 [(MeCN)Ph₃PAu]SbF₆ 、 Au(4-picoline)(tBu)2P(C6H4C6H5)
  参考文献：
  名称：

  Quantitative Evaluation of the Stability of gem-Diaurated Species in Reactions with Nucleophiles

  摘要：

  The reactivity of diaurated species toward nucleophiles was investigated. The reaction yields vinyl gold species and is described as simple S(N)2 ligand exchange at gold. Using suitably strong nucleophiles, equilibrium constants were determined to measure the stability of various diaurated species. On the basis of these equilibrium constants the influence of ligand and the nature of vinyl cores on the stability were analyzed. These results have direct implication for gold catalysis: it was demonstrated that vinyl gold intermediates bind the catalytic LAu+ species generally stronger than an alkyne (the substrate) by a factor of 10(6)-10(9). This demonstrates that the formation of diaurated species from vinyl gold intermediates is thermodynamically favored in a catalytic reaction.

  DOI：

  10.1021/om400083f
• 作为试剂：
  描述：

  N-苄基-N-苯基乙炔基氨基甲酸叔丁酯 在 [(MeCN)Ph₃PAu]SbF₆ 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以78%的产率得到3-benzyl-5-phenyloxazol-2(3H)-one
  参考文献：
  名称：

  Synthesis of Functionalized Oxazolones by a Sequence of Cu(II)- and Au(I)-Catalyzed Transformations

  摘要：

  A study concerning a two-step sequence leading to the formation of diversely 1,5-disubstituted oxazolones is described. The mild conditions employed allow the efficient and rapid synthesis of a variety of such compounds via an initial Cu(II)-catalyzed coupling of a bromoalkyne with a secondary tert-butyloxycarbamate followed by a Au(I)-catalyzed cycloisomerization of the N-alkynyl tert-butyloxycarbamates thus obtained.

  DOI：

  10.1021/ol703077g

文献信息

• Synthesis of<i>gem</i>-Diaurated Species from Alkynols
  作者：Alexander Zhdanko、Martin E. Maier

  DOI：10.1002/chem.201204491

  日期：2013.3.18

  A number of enol ether‐derived diaurated species were synthesized directly from different alkynols and cationic gold complexes in the presence of a non‐nucleophilic base (proton sponge). The reaction can be easily applied for in situ generation of diaurated species from all common types of hydroalkoxylation substrates: 5‐endo, 5‐exo/6‐endo, 6‐exo/7‐endo and intermolecular types. Six examples were also

  在非亲核碱（质子海绵）存在的情况下，由不同的炔醇和阳离子金络合物直接合成了许多烯醇醚衍生的弱化物种。该反应可轻松用于从所有常见类型的加氢烷氧基化底物上原位生成加氢物种：5-内，5-外// 6-内，6-外/ 7-内和分子间类型。还以稳定状态的六氟锑酸盐的形式单独合成了六个实例。尽管从所有常规单核金催化剂中都能可靠地获得低价物质，但使用双核金催化剂通常会得到具有不同性质的低价物质。初步结果指出了双核金催化剂行为的复杂性，将来需要对该子类进行更多的研究。还研究了由各种金-氧化合物（LAu）2 OH +，（LAu）3 O +和LAuOH（L =膦配体）形成的弱化物种。在这三种类型中，只有（LAu）2 OH +具有反应性，而（LAu）3 O +LAuOH和LAuOH本身不具有反应性，但需要酸性助催化剂才能进行反应。这些化合物的反应能力差异是由这些化合物生成必要的乙炔π-复杂中间体的能力解释的。
• Explanation of “Silver Effects” in Gold(I)-Catalyzed Hydroalkoxylation of Alkynes
  作者：Alexander Zhdanko、Martin E. Maier

  DOI：10.1021/acscatal.5b01493

  日期：2015.10.2

  An extensive experimental NMR study of gold-catalyzed hydroalkoxylation was conducted to explain the influence of a silver salt additive on the gold-catalyzed process (silver effect). Addition of silver salt may have no effect or a negative or positive effect on gold-catalyzed hydroalkoxylation. However, silver was shown to be essentially innocent (plays no role) with regard to the mechanism of the

  对金催化的加氢烷氧基化进行了广泛的实验NMR研究，以解释银盐添加剂对金催化的过程的影响（银效应）。添加银盐可能对金催化的加氢烷氧基化没有影响，也可能没有负面影响或正面影响。然而，就催化过程本身的机理而言，银被证明基本上是无害的（不起作用）。仅当银引起循环有机金中间产物和H +的分数发生变化时，才会发生这种作用。这与形成Arginto乙烯基金物种G有关，后者被证明是一种脱环中间体。该物种是通过用Ag +捕获乙烯基金物种B形成的; 以相同的方式，通过用LAu +捕获B形成弱化的物种D（另一种可能的循环外中间体）。在溶液中，通过各种NMR技术在不同温度下广泛表征了Argento乙烯基金物质G1。此外，将我们的研究结果和其他课题的研究结合在一起，我们引入了银效应的分类，以消除围绕不稳定效应解释的困惑。由银或金单独催化的反应不在本研究的范围内（对于那些反应，将发生“真正的”银效应）。
• Catalysis-free synthesis of thiazolidine–thiourea ligands for metal coordination (Au and Ag) and preliminary cytotoxic studies
  作者：Daniel Salvador-Gil、Raquel P. Herrera、M. Concepción Gimeno

  DOI：10.1039/d3dt00079f

  日期：——

  The reaction of propargylamines with isothiocyanates selectively gives iminothiazolidines, aminothiazolines, or mixed thiazolidine–thioureas under mild conditions. Coordination studies of these compounds with gold and silver have been performed.

  在温和的条件下，丙炔胺与异硫氰酸盐反应可选择性地生成亚氨基噻唑啉、氨基噻唑啉或混合噻唑啉-硫脲类化合物。对这些化合物与金和银的配位进行了研究。