1-methyl-2-phenyl-4-p-tolyl-1,2,3-triazolium chloride | 1370021-05-8

• 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-methyl-2-phenyl-4-p-tolyl-1,2,3-triazolium chloride
• CAS: 1370021-05-8
• 化学式: C₁₆H₁₆N₃*Cl
• 分子量: 285.776
• InChiKey: SUKHWAZWUAMLPH-UHFFFAOYSA-M

反应信息

• 作为反应物：
  描述：

  1-methyl-2-phenyl-4-p-tolyl-1,2,3-triazolium chloride 以 二氯甲烷 为溶剂， 反应 20.0h， 生成 (1-methyl-2-phenyl-4-tolyl-1,2,3-triazol-5-ylidenyl)gold(I) acetate
  参考文献：
  名称：

  Gold(I) Complexes with “Normal” 1,2,3-Triazolylidene Ligands: Synthesis and Catalytic Properties

  摘要：

  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.

  DOI：

  10.1021/om400318p

文献信息

• N-Heterocyclic carbenes via abstraction of ammonia: ‘normal’ carbenes with ‘abnormal’ character
  作者：Lars-Arne Schaper、Karl Öfele、Renat Kadyrov、Bettina Bechlars、Markus Drees、Mirza Cokoja、Wolfgang A. Herrmann、Fritz E. Kühn

  DOI：10.1039/c2cc30611e

  日期：——

  A new ammonia adduct of a N-heterocyclic carbene (NHC) has been isolated, which can be used as a reagent for the synthesis of transition metal carbene complexes. It represents the first example of a 1,2,3-triazolylidene with a 1,2,4-substitution pattern, thus opening a new subclass ('normal' 1,2,3-triazolylidenes) of sterically and electronically tunable NHCs.

  已分离出一种新的N-杂环卡宾（NHC）的氨加合物，可用作合成过渡金属卡宾配合物的试剂。它代表了具有1,2,4-取代模式的1,2,3-三唑基亚烷基的第一个例子，因此打开了空间和电子可调NHC的新子类（“正常的” 1,2,3-三唑基亚烷基）。