[Pd(PPh3)3(CH3COO)](1-) | 164071-99-2

• 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: [Pd(PPh3)3(CH3COO)](1-)
• 英文别名: Palladium;triphenylphosphane;acetate
• CAS: 164071-99-2
• 化学式: C₅₆H₄₈O₂P₃Pd
• 分子量: 952.337
• InChiKey: CSABGVDIQWWAQQ-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  9.09
• 重原子数：
  62
• 可旋转键数：
  9
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.02
• 拓扑面积：
  40.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  碘苯 、 [Pd(PPh3)3(CH3COO)](1-) 在 tetrabutylammonium tetrafluoroborate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 Pd(phenyl)(acetato)(PPh₃)₂
  参考文献：
  名称：

  Decelerating Effect of Alkenes in the Oxidative Addition of Phenyl Iodide to Palladium(0) Complexes in Heck Reactions

  摘要：

  In DMF, the oxidative addition of PhI to Pd-0(PPh3)(4) or to the anionic Pd-0(PPh3)(3)(OAc)(-) is slower in the presence of an alkene (styrene, methyl acrylate). Indeed, the concentration of the reactive Pd-0(PPh3)(2) or PdO(PPh3)(2)(OAc)(-) complex decreases because of its coordination to the alkene to form the unreactive (eta(2)-CH2=CHR)Pd-0(PPh3)(2) (R = Ph, CO2Me) or (eta(2)-CH2= CHPh)Pd-0(PPh3)(2)(OAc)(-), respectively. As already evidenced in palladium-catalyzed Stille reactions, this work establishes that, in palladium-catalyzed Heck reactions as well, the nucleophile plays a role in the kinetics of the oxidative addition (decelerating effect), as soon as it may coordinate PdO complexes. This is an essential observation, in view of the general belief that the nucleophile enters the catalytic cycle only at the stage of the attack on the aryl-Pd-II complex formed in the oxidative addition. Whenever the oxidative addition is not rate determining, the decelerating effect of the alkene on this reaction is in favor of a higher efficiency of the catalytic cycle.

  DOI：

  10.1021/om020439v
• 作为产物：
  描述：

  palladium diacetate 、 三苯基膦 在 三乙胺 作用下， 以 三乙胺 为溶剂， 生成 [Pd(PPh3)3(CH3COO)](1-)
  参考文献：
  名称：

  Decelerating Effect of Alkenes in the Oxidative Addition of Phenyl Iodide to Palladium(0) Complexes in Heck Reactions

  摘要：

  In DMF, the oxidative addition of PhI to Pd-0(PPh3)(4) or to the anionic Pd-0(PPh3)(3)(OAc)(-) is slower in the presence of an alkene (styrene, methyl acrylate). Indeed, the concentration of the reactive Pd-0(PPh3)(2) or PdO(PPh3)(2)(OAc)(-) complex decreases because of its coordination to the alkene to form the unreactive (eta(2)-CH2=CHR)Pd-0(PPh3)(2) (R = Ph, CO2Me) or (eta(2)-CH2= CHPh)Pd-0(PPh3)(2)(OAc)(-), respectively. As already evidenced in palladium-catalyzed Stille reactions, this work establishes that, in palladium-catalyzed Heck reactions as well, the nucleophile plays a role in the kinetics of the oxidative addition (decelerating effect), as soon as it may coordinate PdO complexes. This is an essential observation, in view of the general belief that the nucleophile enters the catalytic cycle only at the stage of the attack on the aryl-Pd-II complex formed in the oxidative addition. Whenever the oxidative addition is not rate determining, the decelerating effect of the alkene on this reaction is in favor of a higher efficiency of the catalytic cycle.

  DOI：

  10.1021/om020439v

文献信息

• The ubiquitous cross-coupling catalyst system ‘Pd(OAc)₂’/2PPh₃ forms a unique dinuclear Pd^I complex: an important entry point into catalytically competent cyclic Pd₃ clusters
  作者：Neil W. J. Scott、Mark J. Ford、Christoph Schotes、Rachel R. Parker、Adrian C. Whitwood、Ian J. S. Fairlamb

  DOI：10.1039/c9sc01847f

  日期：——

  PPh3 (i.e. a Pd/PPh3 ratio of 1 : 2) affords a novel dinuclear PdI complex [Pd2(μ-PPh2)(μ2-OAc)(PPh3)2] as the major product, the elusive species resisting characterization until now. While unstable, the dinuclear PdI complex reacts with CH2Cl2, p-fluoroiodobenzene or 2-bromopyridine to afford Pd3 cluster complexes containing bridging halide ligands, i.e. [Pd3(X)(PPh2)2(PPh3)3]X, carrying an overall

  乙酸钯（II）'Pd（OAc）2 '/ n PPh 3是用于交叉偶联反应的普遍存在的预催化剂体系。广泛接受的是，原位产生的反式-[Pd（OAc）2（PPh 3）2 ]的还原产生[Pd 0（PPh 3）n ]和/或[Pd 0（PPh 3）2（OAc）] -与有机卤化物发生氧化加成反应的物种–交叉偶联催化循环的第一步。在本文中，我们首次报告了Pd的反应。3（OAC） 6与6当量的PPH 3（即一个的Pd / PPH 3比为1：2），得到一种新颖的双核的Pd余物[钯2（μ-PPH 2）（μ 2 -OAc）（PPH 3） 2 ]作为主要产品，直到现在仍难以表征。虽然不稳定，但双核Pd I络合物与CH 2 Cl 2，对氟碘苯或2-溴吡啶反应，得到含有桥联卤化物配体的Pd 3簇络合物，即[Pd 3（X）（PPh 2）2（PPh 3）3 ] X，具有整体4/3的氧化态（在Pd处）。使用2-溴吡啶对于理解形成的[Pd