1-cyclohexyl-2-phenyl-4-p-tolyl-1,2,3-triazolium chloride | 123149-91-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-cyclohexyl-2-phenyl-4-p-tolyl-1,2,3-triazolium chloride
• CAS: 123149-91-7
• 化学式: C₂₁H₂₄N₃*Cl
• 分子量: 353.895
• InChiKey: KNQGXQDXEPCJLQ-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.64
• 重原子数：
  25.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  21.7
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-cyclohexyl-2-phenyl-4-p-tolyl-1,2,3-triazolium chloride 在 potassium carbonate 作用下， 以 水 为溶剂， 反应 240.0h， 以90%的产率得到N-Cyclohexyl-2-(phenyl-hydrazono)-2-p-tolyl-acetamide
  参考文献：
  名称：

  Moderhack, Dietrich, Liebigs Annalen der Chemie, 1989, p. 1271 - 1274

  摘要：

  DOI：
• 作为产物：
  描述：

  异氰环已烷 、 p-toluoyl chloride phenylhydrazone 在 三乙胺 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以59%的产率得到1-cyclohexyl-2-phenyl-4-p-tolyl-1,2,3-triazolium chloride
  参考文献：
  名称：

  Moderhack, Dietrich, Liebigs Annalen der Chemie, 1989, p. 1271 - 1274

  摘要：

  DOI：

文献信息

• 1,2,4-Trisubstituted 1,2,3-Triazolium Salts from Nitrilimines and Isocyanides
  作者：Dietrich Moderhack、Michael Lorke

  DOI：10.3987/r-1987-07-1751

  日期：——
• Gold(I) Complexes with “Normal” 1,2,3-Triazolylidene Ligands: Synthesis and Catalytic Properties
  作者：Lars-Arne Schaper、Xuhui Wei、Sebastian J. Hock、Alexander Pöthig、Karl Öfele、Mirza Cokoja、Wolfgang A. Herrmann、Fritz E. Kühn

  DOI：10.1021/om400318p

  日期：2013.6.10

  1,2,3-Triazolylidenes as versatile, strong donor ligands have currently experienced a boost in complex synthesis as well as catalytic applications. Although many examples of "abnormal" 1,2,3-triazolylidenes have been described, their "normal" congeners have been barely examined to date (for abnormal carbenes the resonance structures of the carbenes cannot be drawn without adding additional charges, but this is possible for normal carbenes). Furthermore, no instance of utilization of this new ligand class in homogeneous catalysis can be found. Therefore, this work presents a variety of potential precatalysts descending from "normal" 1,2,3-triazolylidene Au chloride complexes. Synthesis and thorough characterization of the new compounds are presented, together with special ligand features such as buried volume and suspected anagostic interactions. The activity of the isolated precatalysts is examined in the intramolecular hydroamination of alkynes and compared with that of a popular imidazolylidene system. It is found that the activity of the best-performing "normal" 1,2,3-triazolylidene systems is quite similar to that of the imidazolylidene systems. However, mercury drop poisoning experiments suggest that improvements in ligand design are required to enhance catalyst stability.