3-phenyl-1-o-tolyl-1H-imidazol-3-ium tetrafluoroborate | 1434057-02-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-phenyl-1-o-tolyl-1H-imidazol-3-ium tetrafluoroborate
• 英文别名: 1-(2-Methylphenyl)-3-phenylimidazol-1-ium;tetrafluoroborate；1-(2-methylphenyl)-3-phenylimidazol-1-ium;tetrafluoroborate
• CAS: 1434057-02-9
• 化学式: BF₄*C₁₆H₁₅N₂
• 分子量: 322.113
• InChiKey: YJVJGKFRMJDEAR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.36
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  8.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  diphenyliodonium tetrafluoroborate 、 1-邻甲苯-1H-咪唑 在 copper(II) acetate monohydrate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以91%的产率得到3-phenyl-1-o-tolyl-1H-imidazol-3-ium tetrafluoroborate
  参考文献：
  名称：

  Copper-Catalyzed Direct Aryl Quaternization of N-Substituted Imidazoles to Form Imidazolium Salts

  摘要：

  Diaryliodonium salts are employed to directly quaternize N-substituted imidazoles by using a copper catalyst to construct aryl imidazolium salts in moderate to excellent yields. This transformation is tolerant to a broad range of functional groups and provides a straightforward, efficient, and versatile route to synthesize aryl imidazolium as well as triazolium salts, especially the unsymmetric version.

  DOI：

  10.1021/jo400527r

文献信息

• Synthesis of unsymmetrical imidazolium salts by direct quaternization of N-substituted imidazoles using arylboronic acids
  作者：Shiqing Li、Fan Yang、Taiyong Lv、Jingbo Lan、Ge Gao、Jingsong You

  DOI：10.1039/c4cc00474d

  日期：——

  Imidazolium salts were conveniently prepared by direct aryl quaternization using arylboronic acids. This process features the tolerance of a broad range of functional groups and excellent chemoselectivity, and is especially effective for the synthesis of unsymmetrical imidazolium salts.

  咪唑盐可通过直接芳基季铵化反应方便地制备，该反应采用芳基硼酸作为原料。该方法具有对多种官能团的耐受性和优异的化学选择性，尤其适用于非对称咪唑盐的合成。
• Copper-Catalyzed Direct Aryl Quaternization of <i>N</i>-Substituted Imidazoles to Form Imidazolium Salts
  作者：Taiyong Lv、Zhi Wang、Jingsong You、Jingbo Lan、Ge Gao

  DOI：10.1021/jo400527r

  日期：2013.6.7

  Diaryliodonium salts are employed to directly quaternize N-substituted imidazoles by using a copper catalyst to construct aryl imidazolium salts in moderate to excellent yields. This transformation is tolerant to a broad range of functional groups and provides a straightforward, efficient, and versatile route to synthesize aryl imidazolium as well as triazolium salts, especially the unsymmetric version.