tricyclohexylphosphinepalladium allyl iodide | 244159-81-7

• 英文名称: tricyclohexylphosphinepalladium allyl iodide
• CAS: 244159-81-7
• 化学式: C₂₁H₃₈IPPd
• 分子量: 554.831
• InChiKey: PUKUNOVTZQGEQW-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

• 作为产物：
  描述：

  (η(3)-allyl)PdCl * tricyclohexylphosphine 、 sodium iodide 以 二氯甲烷 为溶剂， 以65%的产率得到tricyclohexylphosphinepalladium allyl iodide
  参考文献：
  名称：

  Design of Cationic Mixed Phosphine/N-Heterocyclic Carbene Palladium(II) π-Allyl Complexes as Monoligated Phosphine Pd(0) Precatalysts: Synthesis, Structural Studies, Catalysis, and Reactivity

  摘要：

  Compounds of general formula [Pd(L)(NHC)(L')]BF4 (where L = allyl or crotyl, NHC = tetramethylimidazolin-2-ylidene (tmiy) or 1,3-diisopropyl-4,5-dimethylimidazolin-2-ylidene (dipdmiy), and L' = tertiary phosphine) have been prepared from the parent [Pd(L)Cl(NHC)L')] complexes and fully characterized. A perpendicular orientation of the NHC is observed in the solid state (X-ray) and in solution (NOESY). The crystal structures of these complexes reveal the double-bond character of the allyl trans to, the hosphine ligand; for example, [Pd(eta(3)-C3H5)(tmiy)(PPh3)]BF4 (4d) displays C-C distances of 1.198 angstrom (trans to P) and 1.374 angstrom (trans to the NHC). The NHC-Pd-allyl precatalysts are thought to generate monoligated phosphine-Pd(0) active species by reductive elimination of 2-allylimidazolium following eta(3)-eta(1) isomerization of the allyl group. This was observed in the case of [Pd(eta(3)- C3H5)(tmiy)(PCy3)]BF4 (4b), which successfully catalyzed the coupling of imidazolium salts with ethylene. The intriguing reactivity of 4b with PhI, yielding 2-phenylimidazolium selectively, is also reported.

  DOI：

  10.1021/om8008052