1-(ferrocenylmethyl)-4-methyltriazolium bis(trifluoromethanesulfonyl)amide | 713108-34-0

• 英文名称: 1-(ferrocenylmethyl)-4-methyltriazolium bis(trifluoromethanesulfonyl)amide
• CAS: 713108-34-0
• 化学式: C₂F₆NO₄S₂*C₁₄H₁₆FeN₃
• 分子量: 562.297
• InChiKey: JQWNYDDJLUMGMN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为产物：
  描述：

  1-(ferrocenylmethyl)-4-methyltriazolium iodide 、 bis(trifluoromethane)sulfonimide lithium 以 not given 为溶剂， 以96%的产率得到1-(ferrocenylmethyl)-4-methyltriazolium bis(trifluoromethanesulfonyl)amide
  参考文献：
  名称：

  The First (Ferrocenylmethyl)imidazolium and (Ferrocenylmethyl)triazolium Room Temperature Ionic Liquids

  摘要：

  N-(Ferrocenylmethyl)imidazole (3a), 1-(ferrocenylmethyl)-1,2,4-triazole (3b), 1,1'-bis[(1H-imidazol-1-yl)methyl]ferrocene (8a), 1,1'-bis [(1H-(2-methyl)imidazol-1-yl)methyl]ferrocene (8b), and 1,1'-bis[(1H-1,2,4-triazol-1-yl)methyl]ferrocene (8c) were synthesized in moderate yields. These compounds were quaternized with methyl iodide to form 1-(ferrocenylmethyl)-3-methylimidazolium iodide (4a), 1-(ferrocenylmethyl)-4-methyl-1,2,4-triazolium iodide (4b), 1,1'-bis{[1-(2,3-dimethyl)imidazolium]methyl}ferrocene diiodide (9b), and 1,1'-bis{[1-(4-methyl)-1,2,4-triazolium]methyl}ferrocene diiodide (9c), respectively, in excellent yields. Compounds 4a, 4b, 9b, and 9c were metathesized with bis(trifluoromethanesulfonyl)amide to give high yields of 5a, 5b, 10b, and 10c. With potassium hexafluorophosphate, 9b forms 10d. Salts 5a, 5b, and 10c are the first room-temperature ionic liquids with cations containing an organometallic moiety that exhibit T-g values well below room temperature, i.e., -32, -16, and -11 degreesC. The compounds were characterized by H-1, F-19, and C-13 NMR, MS, and elemental analyses. T-g values and melting points were determined by DSC. T-d values (5% weight loss temperature) were recorded by TGA. X-ray single-crystal structures show that 9c and 10d crystallize in the triclinic space group P (1) over bar.

  DOI：

  10.1021/ic049961v