1,4-dimethyl-tetrazolium chloride | 1438027-08-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,4-dimethyl-tetrazolium chloride
• CAS: 1438027-08-7
• 化学式: C₃H₇N₄*Cl
• 分子量: 134.568
• InChiKey: MDKLBZKQTFKFHE-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -4.36
• 重原子数：
  8.0
• 可旋转键数：
  0.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  34.59
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (1,5-cyclooctadiene)(methoxy)iridium(I) dimer 、 1,4-dimethyl-tetrazolium chloride 以 丙酮 为溶剂， 反应 18.0h， 以33.7%的产率得到1,4-dimethyl-tetrazolylidene-1,5-cyclooctadiene-irridium-chloride
  参考文献：
  名称：

  Synthesis and Comparison of Transition Metal Complexes of Abnormal and Normal Tetrazolylidenes: A Neglected Ligand Species

  摘要：

  To date, only few examples of tetrazolylidene carbenes coordinated to transition metal complexes have been described. A direct comparison of "normal" tetrazolylidenes (1,4-substitution pattern) and "abnormal" tetrazolylidenes (also referred to as "mesoionic carbenes"; 1,3-substitution pattern) has not been performed at all. In this work, we describe coordination of both ligand types to a row of transition metals. For example, the first examples of tetrazolylidene Mo, Ag, or Ir complexes have been isolated and fully characterized. The mesoionic tetrazolylidene Ag compound 2d is shown to be a viable carbene transfer reagent. By means of NMR, IR, and Raman spectroscopy, as well as X-ray crystallography and computational results, the pronounced differences between the two ligand substitution patterns are highlighted. It is shown that simply changing the position of a methyl group from N3 to N4 in the heterocycle can cause enormous differences in ligand characteristics.

  DOI：

  10.1021/ic4005449
• 作为产物：
  描述：

  1,3-dimethyltetrazolinium tetrafluoroborate 在 Amberlite IRA-400 (Cl) Resin 作用下， 以 水 为溶剂， 以72.2%的产率得到1,4-dimethyl-tetrazolium chloride
  参考文献：
  名称：

  Synthesis and Comparison of Transition Metal Complexes of Abnormal and Normal Tetrazolylidenes: A Neglected Ligand Species

  摘要：

  To date, only few examples of tetrazolylidene carbenes coordinated to transition metal complexes have been described. A direct comparison of "normal" tetrazolylidenes (1,4-substitution pattern) and "abnormal" tetrazolylidenes (also referred to as "mesoionic carbenes"; 1,3-substitution pattern) has not been performed at all. In this work, we describe coordination of both ligand types to a row of transition metals. For example, the first examples of tetrazolylidene Mo, Ag, or Ir complexes have been isolated and fully characterized. The mesoionic tetrazolylidene Ag compound 2d is shown to be a viable carbene transfer reagent. By means of NMR, IR, and Raman spectroscopy, as well as X-ray crystallography and computational results, the pronounced differences between the two ligand substitution patterns are highlighted. It is shown that simply changing the position of a methyl group from N3 to N4 in the heterocycle can cause enormous differences in ligand characteristics.

  DOI：

  10.1021/ic4005449