chloro{morpholino(piperidino)carbene}gold | 136835-22-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: chloro{morpholino(piperidino)carbene}gold
• CAS: 136835-22-8
• 化学式: C₁₀H₁₈AuClN₂O
• 分子量: 414.685
• InChiKey: GMTVIBHUTAOFMC-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.49
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  15.71
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  吗啉 、 {(benzimidazolin-2-ylidene(chloro)gold-1-yl)piperidinocarbene}chlorogold 以 四氢呋喃 为溶剂， 以58%的产率得到chloro{morpholino(piperidino)carbene}gold
  参考文献：
  名称：

  Amin-Additionen an μ-(1,2-Diisocyanobenzol)-bis(chlorogold): Reaktionsbeteiligung der Isocyan-Nachbarfunktion und [Au]C-Übertragung

  摘要：

  mu-(1,2-Diisocyanobenzene)bis(chlorogold) (2) reacts with 1,2-diaminobenzene (1/1) to give benzimidazolin-2-ylidene(chloro)gold (3) as the only reaction product, while 1/1-mixtures of 3 and the corresponding diaminocarbene complexes (4, 6) result from the reactions of 2 with 1,8-diaminonaphthalene or two equivalents of aniline. With one equivalent of a primary amine (MeNH2, PhNH2), however, the isocyanide complexes Au(Cl)CNR (R = Me, Ph) are obtained, again together with 3. Mechanistic key steps following the primary nucleophilic attack by the amine are a novel NC-coupling of the two neighbouring isocyano functions to give a benzimidazole ring system, and the transfer of the exocyclic Au(Cl)C fragment onto the incoming amine. Accordingly, the reactions between 2 and secondary amines lead to an isolable binuclear intermediate C' (1/1) or to the carbene complexes Au(Cl){C(NR2)2} (8, 2R = (CH2)5; 9, 2R = (CH2)2O(CH2)2; 10, R = Me; 11, 2R = (CH2)4) (1/2), respectively.7 and morpholine give 3 and the asymmetrical diaminocarbene complex Au(Cl){C[ activated N(CH2)4CH2]-[ activated N(CH2)2OCH2CH2]} (12).

  DOI：

  10.1016/0022-328x(91)86106-z