| 181970-85-4

• 分子结构分类: 有机化合物 - 有机杂环化合物
• CAS: 181970-85-4
• 化学式: C₂₅H₄₃INPPdS
• 分子量: 653.987
• InChiKey: ZWCWANNIRINVDP-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：

  、 lithium iodide 以 丙酮 为溶剂， 以80%的产率得到
  参考文献：
  名称：

  Cyclopalladation of N-(p-thiotoluoyl)pyrrolidine and -piperidine

  摘要：

  Reaction of N-(p-thiotoluoyl)pyrrolidine (Hpr) with lithium tetrachloropalladate(II) in methanol at room temperature resulted in an ortho C-H activation of the benzene ring and a benzene ring-orthopalladated complex PdCl (bpr) was obtained. Another reaction in hexamethylphosphoric triamide at 80 degrees C resulted in an alpha-CH2 activation of the pyrrolidine ring to form PdCl (ppr) with an aliphatic alpha-C-Pd bond. Under the latter reaction conditions N-(p-thiotoluoyl)piperidine (Hpi) was similarly cyclopalladated at alpha-CH2 of the piperidine ring to give PdCl (ppi) but under the former experimental conditions no cyclopalladation occurred. These complexes and some of their derivatives were characterized spectroscopically. The results suggested that the steric bulk of the thioamide-N substituents was of prime importance to cyclopalladation-reactivity of thioamides. To verify the facts, the structures of N-(2-thionaphthoyl)pyrrolidine, Pd(acac) (bpr) (acac = acetylacetonate ion), and {1,3-bis(1-pyrrolidinothiocarbonyl)-phenyl-C-2,S,S'} chloropalladium(II) were determined by X-ray analysis. A pyrrolidino group is a sterically more favorable thioamide-substituent than a dimethylamino group to fulfil the requirements of aromatic ring cyclopalladation of tertiary thioamides with palladium(II). Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0277-5387(96)00105-2