trans-Ph2Pd2(μ(2)-I)2(AsPh3)2 | 524697-04-9

• 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: trans-Ph2Pd2(μ(2)-I)2(AsPh3)2
• CAS: 524697-04-9；503616-14-6
• 化学式: C₄₈H₄₀As₂I₂Pd₂
• 分子量: 1233.34
• InChiKey: AHBUBKGPZLYWLM-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
  None
• 氢给体数：
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• 氢受体数：
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反应信息

• 作为反应物：
  描述：

  trans-Ph2Pd2(μ(2)-I)2(AsPh3)2 以 N,N-二甲基甲酰胺 为溶剂， 生成 PhPdI(AsPh3)(DMF)
  参考文献：
  名称：

  Mechanism of the Stille Reaction Catalyzed by Palladium Ligated to Arsine Ligand:  PhPdI(AsPh₃)(DMF) Is the Species Reacting with Vinylstannane in DMF

  摘要：

  The kinetics of the reaction of PhPdl(AsPh3)(2) (formed via the fast oxidative addition of Phi with Pd-0(AsPh3)(2)) with a vinyl stannane CH2=CH-Sn(n-Bu)(3) has been investigated in DMF This reaction (usually called transmetalation step) is the prototype of the rate determining second step of the catalytic cycle of Stille reactions. It is established here that the transmetalation proceeds through PhPdl(AsPh3)(DMF), generated by the dissociation of one ligand AsPh3 from PhPdl(ASPh(3))(2)-PhPdl(AsPh3)(DMF) is the reactive species, which leads to styrene through its reaction with CH2=CH-SnBu3. Consequently, in DMF, the overall nucleophilic attack mainly proceeds via a mechanism involving PhPdl(AsPh3)(DMF) as the central reactive complex and not PhPdl(AsPh3)(2). The dimer [Ph2Pd2(mu(2)-l)(2)(AsPh3)(2)] has been independently synthesized and characterized by its X-ray structure. In DMF, this dimer dissociates quantitatively into PhPd](AsPh3)(DMF), which reacts with CH2=CH-SnBu3. The rate constant for the reaction of PhPdl(AsPh3)(DMF) with CH2=CH-SnBu3 has been determined in DMF for each situation and was found to be comparable.

  DOI：

  10.1021/ja0204978
• 作为产物：
  描述：

  碘苯 、 三苯胂 、 tris(dibenzylideneacetone)dipalladium (0) 以 四氢呋喃 为溶剂， 以84%的产率得到trans-Ph2Pd2(μ(2)-I)2(AsPh3)2
  参考文献：
  名称：

  Mechanism of the Stille Reaction Catalyzed by Palladium Ligated to Arsine Ligand:  PhPdI(AsPh₃)(DMF) Is the Species Reacting with Vinylstannane in DMF

  摘要：

  The kinetics of the reaction of PhPdl(AsPh3)(2) (formed via the fast oxidative addition of Phi with Pd-0(AsPh3)(2)) with a vinyl stannane CH2=CH-Sn(n-Bu)(3) has been investigated in DMF This reaction (usually called transmetalation step) is the prototype of the rate determining second step of the catalytic cycle of Stille reactions. It is established here that the transmetalation proceeds through PhPdl(AsPh3)(DMF), generated by the dissociation of one ligand AsPh3 from PhPdl(ASPh(3))(2)-PhPdl(AsPh3)(DMF) is the reactive species, which leads to styrene through its reaction with CH2=CH-SnBu3. Consequently, in DMF, the overall nucleophilic attack mainly proceeds via a mechanism involving PhPdl(AsPh3)(DMF) as the central reactive complex and not PhPdl(AsPh3)(2). The dimer [Ph2Pd2(mu(2)-l)(2)(AsPh3)(2)] has been independently synthesized and characterized by its X-ray structure. In DMF, this dimer dissociates quantitatively into PhPd](AsPh3)(DMF), which reacts with CH2=CH-SnBu3. The rate constant for the reaction of PhPdl(AsPh3)(DMF) with CH2=CH-SnBu3 has been determined in DMF for each situation and was found to be comparable.

  DOI：

  10.1021/ja0204978