1,3-di-o-tolylphenanthreno[9,10-d]-1,3,2λ(2)-diazagermole | 1148009-83-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 1,3-di-o-tolylphenanthreno[9,10-d]-1,3,2λ(2)-diazagermole
• CAS: 1148009-83-9
• 化学式: C₂₈H₂₂GeN₂
• 分子量: 459.086
• InChiKey: SQVWFDQBHKZEQP-UHFFFAOYSA-N

反应信息

• 作为产物：
  描述：

  germanium(II) chloride dioxane 、 N,N'-di-o-tolylphenanthrene-9,10-diamine 在 n-BuLi 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 生成 1,3-di-o-tolylphenanthreno[9,10-d]-1,3,2λ(2)-diazagermole
  参考文献：
  名称：

  Annulated N-Heterocyclic Carbenes: 1,3-Ditolylphenanthreno[9,10-d]imidazol-2-ylidene and Transition Metal Complexes Thereof

  摘要：

  The N,N'-bis(tolylamino)phenanthrenes 1a and 1b were synthesized by reductive cyclization of benzil-bis(tolylimines) and cyclized with triethyl orthoformate in the presence of NH4PF6 to give the corresponding bis(tolyl)phenanthreno[9,10-d]imidazolium hexafluorophosphates 2a,b. These were deprotonated with excess KH in THE Whereas the p-tolyl-substituted phenanthrene-annulated imidazol-2-ylidene (phenimy) 3a proved to be unstable and dimerized to 4a, the bulkier o-tolyl derivative is isolable as the monomer carbene 3b. Cationic silver complexes were prepared by the method of Wang and Lin (6a, 6b) or directly (6b), rhodium and palladium complexes 7b-9b by reaction of 3b and the respective metal precursors. Detailed structural information is given by X-ray crystal structure analyses of 6a and 7b and by HH- and CH-COSY NMR measurements of 1b, 2a, 2b, 3b, and 7b, representing the various compound types. The phenimy ligands are distinguished from benzo- or linear naphtho-annulated imidazol-2-ylidene ligands by higher basicity and free 3b by lower deshielding of the C-13(II) nuclei.

  DOI：

  10.1021/om9000132