[1,1'-bis(diphenylphosphino)ferrocene]PdI(o-(C6H4)CH2OCH=CH2) | 159626-87-6

• 英文名称: [1,1'-bis(diphenylphosphino)ferrocene]PdI(o-(C6H4)CH2OCH=CH2)
• CAS: 159626-87-6
• 化学式: C₄₃H₃₇FeIOP₂Pd
• 分子量: 920.885
• InChiKey: IFRIGCSIUCMNKP-UHFFFAOYSA-M

计算性质

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

反应信息

• 作为反应物：
  描述：

  [1,1'-bis(diphenylphosphino)ferrocene]PdI(o-(C6H4)CH2OCH=CH2) 、 silver trifluoromethanesulfonate 以 四氢呋喃 、 丙酮 为溶剂， 生成 [1,1'-bis(diphenylphosphino)ferrocene]Pd(OSO2CF3)(C(CH3)OCH2C6H4)
  参考文献：
  名称：

  Stable Arylpalladium Iodides and Reactive Arylpalladium Trifluoromethanesulfonates in the Intramolecular Heck Reaction

  摘要：

  The reactions of 1-iodo-2-(3-butenyl)benzene and of two side-chain ether analogs with [1,1'-bis(diphenylphosphino)ferrocene](eta(2)-cyclooctatetraene)palladium gave the expected (eta(1)-aryl)-(eta(1)-iodo)palldium adducts, the 2-oxa-3-butenyl complex being characterized by X-ray crystallography. The alkene does not interact directly with palladium. Restricted rotation about the aryl-palladium bond was observed on the NMR time scale in all cases, since the methylene group(s) of the side chain were diastereotopic. The complexes were stable, but on treatment with silver trifluoromethanesulfonate in acetone at low temperature an unstable species was identified by H-1 and P-31 NMR in two of the three cases. Spectral observations were consistent with the formation and subsequent rearrangement of an intermediate along the pathway of an intramolecular Heck cyclisation with structure o-C6H4OC(CH3)(Pd[dppf]OTf).

  DOI：

  10.1021/om00001a032
• 作为产物：
  描述：

  (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 2-iodobenzyl vinyl ether 在 dilithium cyclooctatetraenide 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 以81%的产率得到[1,1'-bis(diphenylphosphino)ferrocene]PdI(o-(C6H4)CH2OCH=CH2)
  参考文献：
  名称：

  Stable Arylpalladium Iodides and Reactive Arylpalladium Trifluoromethanesulfonates in the Intramolecular Heck Reaction

  摘要：

  The reactions of 1-iodo-2-(3-butenyl)benzene and of two side-chain ether analogs with [1,1'-bis(diphenylphosphino)ferrocene](eta(2)-cyclooctatetraene)palladium gave the expected (eta(1)-aryl)-(eta(1)-iodo)palldium adducts, the 2-oxa-3-butenyl complex being characterized by X-ray crystallography. The alkene does not interact directly with palladium. Restricted rotation about the aryl-palladium bond was observed on the NMR time scale in all cases, since the methylene group(s) of the side chain were diastereotopic. The complexes were stable, but on treatment with silver trifluoromethanesulfonate in acetone at low temperature an unstable species was identified by H-1 and P-31 NMR in two of the three cases. Spectral observations were consistent with the formation and subsequent rearrangement of an intermediate along the pathway of an intramolecular Heck cyclisation with structure o-C6H4OC(CH3)(Pd[dppf]OTf).

  DOI：

  10.1021/om00001a032