論文

査読有り
2018年11月

Paritally Naked Fluoride in Solvate Ionic Liquids

The Journal of Physical Chemistry Letters, doi: 10.1021/acs.jpclett.8b03117.
  • Z. Chen
  • ,
  • Y. Tonouchi
  • ,
  • K. Matsumoto
  • ,
  • M. Saimura
  • ,
  • R. Atkin
  • ,
  • T. Nagata
  • ,
  • M. Katahira
  • ,
  • R. Hagiwara

9
22
開始ページ
6662
終了ページ
6667
記述言語
英語
掲載種別
研究論文(学術雑誌)
出版者・発行元
American Chemical Society (ACS)

Truly naked fluoride exists only in the gas phase. Fluoride can be stabilized by a complexing agent and an organic cation, resulting in anhydrous or dehydrated fluoride which is "partially naked." This partially naked fluoride enables fluorination reactions at much lower temperatures than hydrated fluorides. Here we show a simple method for preparing fluoride-based solvate ionic liquids (SILs) by mixing 1-alkyl-3-methylimidazolium (1-ethyl-3-methylimidazolium or 1-butyl-3-methylimidazolium) bromide, silver fluoride (AgF), and EG (1:1:1 in molar ratio) in dry methanol. Removal of the methanol produced anhydrous SILs, [C₂C₁im]F·EG and [C₄C₁im]F·EG. This is the first SIL reported that comprises fluoride. ¹H NMR and infrared spectroscopy reveal fluoride hydrogen bonds with EG OH groups and cation aromatic H atoms but not cation tail group protons. Fluorination reactions on benzyl bromide show that [C₂C₁im]F·EG has high reactivity with reasonable yield under mild conditions, confirming the fluoride ion is partially naked.

リンク情報
CiNii Articles
http://ci.nii.ac.jp/naid/120006773957
URL
http://hdl.handle.net/2433/245201
ID情報
  • ISSN : 1948-7185
  • CiNii Articles ID : 120006773957

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