2-iodo-3-octyl-1-methyl-1H-imidazol-3-ium trifluoromethanesulfonate | 1609191-85-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-iodo-3-octyl-1-methyl-1H-imidazol-3-ium trifluoromethanesulfonate
• 英文别名: 2-iodo-1-methyl-3-octyl-imidazolium trifluoromethanesulfonate；2-iodo-3-methyl-1-octylimidazolium triflate
• CAS: 1609191-85-6
• 化学式: CF₃O₃S*C₁₂H₂₂IN₂
• 分子量: 470.295
• InChiKey: QWCNCTDBPUMFKV-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  3.33
• 重原子数：
  23.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  66.01
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  三乙基氧膦 、 2-iodo-3-octyl-1-methyl-1H-imidazol-3-ium trifluoromethanesulfonate 以 二氯甲烷-D2 为溶剂， 生成
  参考文献：
  名称：

  NMR Quantification of Halogen-Bonding Ability To Evaluate Catalyst Activity

  摘要：

  Quantification of halogen-bonding abilities is described for a series of benzimidazolium-, imidazolium- and bis(imidazolium) halogen-bond donors (XBDs) using P-31 NMR spectroscopy. The measured Delta delta(P-31) values correlate with calculated activation free energy Delta G(double dagger) and catalytic activity for a Friedel-Crafts indole addition. This rapid method also serves as a sensitive indicator for Bronsted acid impurities.

  DOI：

  10.1021/acs.orglett.0c02427
• 作为产物：
  描述：

  辛醇 在 2,6-二甲基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 生成 2-iodo-3-octyl-1-methyl-1H-imidazol-3-ium trifluoromethanesulfonate
  参考文献：
  名称：

  NMR Quantification of Halogen-Bonding Ability To Evaluate Catalyst Activity

  摘要：

  Quantification of halogen-bonding abilities is described for a series of benzimidazolium-, imidazolium- and bis(imidazolium) halogen-bond donors (XBDs) using P-31 NMR spectroscopy. The measured Delta delta(P-31) values correlate with calculated activation free energy Delta G(double dagger) and catalytic activity for a Friedel-Crafts indole addition. This rapid method also serves as a sensitive indicator for Bronsted acid impurities.

  DOI：

  10.1021/acs.orglett.0c02427

文献信息

• Activation of Michael Acceptors by Halogen-Bond Donors
  作者：Martin Breugst、Daniel von der Heiden、Eric Detmar、Robert Kuchta

  DOI：10.1055/s-0036-1591841

  日期：2018.6

  catalysis, experimental investigations show that various halogen-bond donors can also be employed to accelerate the Michael addition between trans -crotonophenone and indole. Solvent as well as counteranion effects have been analyzed, and kinetic and computational investigations provide additional insights into the mode of activation.

  扩展碘催化的早期研究，实验研究表明，各种卤素键供体也可用于加速反式巴豆酮和吲哚之间的迈克尔加成。已经分析了溶剂和反阴离子效应，动力学和计算研究提供了对活化模式的额外见解。
• Activation of a carbonyl compound by halogen bonding
  作者：Stefan H. Jungbauer、Sebastian M. Walter、Severin Schindler、Laxmidhar Rout、Florian Kniep、Stefan M. Huber

  DOI：10.1039/c4cc03124e

  日期：——

  are capable of activating a neutral organic substrate. By various comparison experiments, the action of traces of acid or of other structural features of the halogen-bond donor not related to halogen bonding are excluded with high certainty.

  使用原型Diels-Alder反应作为基准，我们显示了专用的卤素键供体能够激活中性有机底物。通过各种比较实验，高确定性地排除了痕量的酸或与卤素键无关的卤素键供体的其他结构特征的作用。