1-(2,6-diisopropylphenyl)-3-(2-trifluoroboratophenyl)-4,5-dihydro-1H-imidazole | 1300115-24-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(2,6-diisopropylphenyl)-3-(2-trifluoroboratophenyl)-4,5-dihydro-1H-imidazole
• CAS: 1300115-24-5
• 化学式: C₂₁H₂₆BF₃N₂
• 分子量: 374.257
• InChiKey: QNOQCPNRUWODOY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.18
• 重原子数：
  27.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  6.25
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  1-(2,6-diisopropylphenyl)-3-(2-trifluoroboratophenyl)-4,5-dihydro-1H-imidazole 在 双(三甲基硅烷基)氨基钾 作用下， 以 四氢呋喃 为溶剂， 以88%的产率得到
  参考文献：
  名称：

  Synthesis of trifluoroborate functionalised imidazolium salts as precursors to weakly coordinating bidentate NHC ligands

  摘要：

  A new class of trifluoroborate functionalised N-heterocyclic carbene precursors have been synthesised, isolated and characterised structurally. The ligands were obtained via a serendipitous one-pot reaction in which deprotection, cyclisation and fluorination of boryl-functionalised diarylethylenediamine derivatives occur concurrently. Deprotonation of the imidazolium salts was found to yield the free carbene, though 18-crown-6 was found necessary to prevent further reactivity of the resulting aryl potassium trifluoroborate salts; in the absence of 18-crown-6, elimination of KF resulted in a cyclic carbene-BF2 arene adduct. Complexation to rhodium was facile, and yielded four-coordinate complexes in which the Rh-BF3 interaction was determined by F-19 NMR spectroscopy to be weak. (C) 2010 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2010.12.030
• 作为产物：
  描述：

  2-氨基苯硼酸频哪醇酯 在 4-二甲氨基吡啶 、 氟硼酸铵 、 硼烷四氢呋喃络合物 、 potassium carbonate 、 原甲酸三乙酯 、 potassium iodide 作用下， 以 四氢呋喃 、 丙酮 、 乙腈 为溶剂， 反应 120.0h， 生成 1-(2,6-diisopropylphenyl)-3-(2-trifluoroboratophenyl)-4,5-dihydro-1H-imidazole
  参考文献：
  名称：

  Synthesis of trifluoroborate functionalised imidazolium salts as precursors to weakly coordinating bidentate NHC ligands

  摘要：

  A new class of trifluoroborate functionalised N-heterocyclic carbene precursors have been synthesised, isolated and characterised structurally. The ligands were obtained via a serendipitous one-pot reaction in which deprotection, cyclisation and fluorination of boryl-functionalised diarylethylenediamine derivatives occur concurrently. Deprotonation of the imidazolium salts was found to yield the free carbene, though 18-crown-6 was found necessary to prevent further reactivity of the resulting aryl potassium trifluoroborate salts; in the absence of 18-crown-6, elimination of KF resulted in a cyclic carbene-BF2 arene adduct. Complexation to rhodium was facile, and yielded four-coordinate complexes in which the Rh-BF3 interaction was determined by F-19 NMR spectroscopy to be weak. (C) 2010 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2010.12.030