4,4'-(methylenebis(1H-imidazole-3-ium-3,1-diyl))bis(butane-1-sulfonate) | 1171249-38-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4,4'-(methylenebis(1H-imidazole-3-ium-3,1-diyl))bis(butane-1-sulfonate)
• CAS: 1171249-38-9
• 化学式: C₁₅H₂₄N₄O₆S₂
• 分子量: 420.511
• InChiKey: JHSICHVSCULCHT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.98
• 重原子数：
  27.0
• 可旋转键数：
  12.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  132.02
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  三氟甲磺酸 、 4,4'-(methylenebis(1H-imidazole-3-ium-3,1-diyl))bis(butane-1-sulfonate) 以 甲苯 为溶剂， 反应 24.0h， 以91%的产率得到1,1'-methylenebis[3-(4-sulfobutyl)-1H-imidazolium] 1,1,1-trifluoromethanesulfonate
  参考文献：
  名称：

  新型双子双阳离子酸性离子液体的合成及其在贝克曼重排中的催化性能

  摘要：

  Abstractmagnified imageA series of novel gemini dicationic acidic ionic liquids (GDAILs), compounds 1–3 carrying two SO3H groups at the cation moieties and having anions of the type CF3SO$\rm{ _3^ - }$, were synthesized in good yields (Scheme 1). Some physicochemical properties of 1–3 were determined; due to their unique structures, these novel GDAILs showed noticeable hydrophilic properties and strong acidities (Table 1). Beckmann rearrangements of oximes catalyzed by 1, 2, or 3/zinc chloride (GDAIL/ZnCl2) were investigated (Scheme 2); the corresponding amides were formed in up to 99% yield in the presence of 5 mol‐% of GDAIL/ZnCl2 catalyst under optimized conditions (Tables 2 and 3). The peculiar solubilities of 1–3 made the separation of the catalysts from the products very facile, and the catalytic system could be recycled and reused for three times.

  DOI：

  10.1002/hlca.200800382
• 作为产物：
  描述：

  1,4-丁磺酸内酯 、 N,N-二咪唑基甲烷 以 乙腈 为溶剂， 反应 24.0h， 生成 4,4'-(methylenebis(1H-imidazole-3-ium-3,1-diyl))bis(butane-1-sulfonate)
  参考文献：
  名称：

  新型双子双阳离子酸性离子液体的合成及其在贝克曼重排中的催化性能

  摘要：

  Abstractmagnified imageA series of novel gemini dicationic acidic ionic liquids (GDAILs), compounds 1–3 carrying two SO3H groups at the cation moieties and having anions of the type CF3SO$\rm{ _3^ - }$, were synthesized in good yields (Scheme 1). Some physicochemical properties of 1–3 were determined; due to their unique structures, these novel GDAILs showed noticeable hydrophilic properties and strong acidities (Table 1). Beckmann rearrangements of oximes catalyzed by 1, 2, or 3/zinc chloride (GDAIL/ZnCl2) were investigated (Scheme 2); the corresponding amides were formed in up to 99% yield in the presence of 5 mol‐% of GDAIL/ZnCl2 catalyst under optimized conditions (Tables 2 and 3). The peculiar solubilities of 1–3 made the separation of the catalysts from the products very facile, and the catalytic system could be recycled and reused for three times.

  DOI：

  10.1002/hlca.200800382

文献信息

• Selective palladium-catalysed arylation of 2,6-dibromopyridine using N-heterocyclic carbene ligands
  作者：D. Prajapati、C. Schulzke、M. K. Kindermann、A. R. Kapdi

  DOI：10.1039/c5ra10561g

  日期：——

  A selective palladium-catalysed arylation of 2,6-dibromopyridine has been developed by employing N-heterocyclic carbene ligands. Selective mono-arylation was performed in water/acetonitrile solvent system at ambient temperature with catalyst loading of 0.1 mol%. This reaction was also found to proceed smoothly in water although at a slightly elevated temperature of 80 °C. 2,6-Disubstituted and diversely

  通过使用N-杂环卡宾配体已经开发了钯的2,6-二溴吡啶的选择性芳基化。选择性单芳基化反应是在水/乙腈溶剂体系中于室温下以0.1 mol％的催化剂负载量进行的。尽管在稍高的80℃温度下，也发现该反应在水中能顺利进行。还以高收率获得了2，6-二取代的和被不同取代的2，6-吡啶，这对于有机和药物化学家将是重要的。