bromopalladium(1+);1,2,3,4,5-pentafluoro-6-(2-phenylsulfanylethyl)benzene | 182266-59-7

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: bromopalladium(1+);1,2,3,4,5-pentafluoro-6-(2-phenylsulfanylethyl)benzene
• CAS: 182266-59-7；182139-34-0
• 化学式: C₂₈H₁₆Br₂F₁₀Pd₂S₂
• 分子量: 979.199
• InChiKey: IYOJUICEHLTVIO-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：
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• 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：

  bromopalladium(1+);1,2,3,4,5-pentafluoro-6-(2-phenylsulfanylethyl)benzene 、 三苯基膦 以 二氯甲烷 为溶剂， 以91%的产率得到bromopalladium(1+);1,2,3,4,5-pentafluoro-6-(2-phenylsulfanylethyl)benzene;triphenylphosphane
  参考文献：
  名称：

  Insertion of Alkenyl Sulfides into a Palladium−Aryl Bond. 1. Synthesis and Evolution of a Three-Membered Thiopalladacycle. X-ray Crystal Structure of a New Tetrameric Palladium Derivative with Bridging (Phenylthio)alkyl Ligands

  摘要：

  A three-membered dimeric (phenylthio)alkylpalladacycle (mixture of diastereoisomers) has been synthesized by Pd-C6F5 addition to the double bond of phenyl vinyl sulfide. The coordination mode of the organic moiety changes slowly in solution from a chelating sigma-kappa S-yl to a bridging mu(sigma-kappa S-yl), and the palladacyclopropane isomerizes to an unusual tetrameric palladium complex; the X-ray crystal structure of this latter derivative has been determined, and it shows that each pair of palladium atoms are linked by either two bridging chlorine atoms or two bridging (phenyltkio)alkyl moieties. The tetramer has four chiral carbon atoms and has Sq symmetry (meso form), showing that the crystals are formed stereospecifically from the diastereomeric mixture of dimers. The decomposition pathways of the palladacyclopropane complex have been analysed. Two main routes have been observed, i.e., (a) 1,2-hydrogen shift and Pd-SR p-elimination, which occurs in refluxing toluene, and (b) hydrolysis of the C-S bond to give an aldehyde and a palladium thiolate, predominant at room temperature in the presence of ligands such as tetrahydrothiophene.

  DOI：

  10.1021/om960406d
• 作为产物：
  描述：

  bis(acetonitrile)bromo(pentafluorophenyl)palladium(II) 、 苯基乙烯基硫醚 以 二氯甲烷 为溶剂， 以83%的产率得到bromopalladium(1+);1,2,3,4,5-pentafluoro-6-(2-phenylsulfanylethyl)benzene
  参考文献：
  名称：

  Insertion of Alkenyl Sulfides into a Palladium−Aryl Bond. 1. Synthesis and Evolution of a Three-Membered Thiopalladacycle. X-ray Crystal Structure of a New Tetrameric Palladium Derivative with Bridging (Phenylthio)alkyl Ligands

  摘要：

  A three-membered dimeric (phenylthio)alkylpalladacycle (mixture of diastereoisomers) has been synthesized by Pd-C6F5 addition to the double bond of phenyl vinyl sulfide. The coordination mode of the organic moiety changes slowly in solution from a chelating sigma-kappa S-yl to a bridging mu(sigma-kappa S-yl), and the palladacyclopropane isomerizes to an unusual tetrameric palladium complex; the X-ray crystal structure of this latter derivative has been determined, and it shows that each pair of palladium atoms are linked by either two bridging chlorine atoms or two bridging (phenyltkio)alkyl moieties. The tetramer has four chiral carbon atoms and has Sq symmetry (meso form), showing that the crystals are formed stereospecifically from the diastereomeric mixture of dimers. The decomposition pathways of the palladacyclopropane complex have been analysed. Two main routes have been observed, i.e., (a) 1,2-hydrogen shift and Pd-SR p-elimination, which occurs in refluxing toluene, and (b) hydrolysis of the C-S bond to give an aldehyde and a palladium thiolate, predominant at room temperature in the presence of ligands such as tetrahydrothiophene.

  DOI：

  10.1021/om960406d