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タイトル: | Partially naked fluoride in solvate ionic liquids |
著者: | Chen, Zhengfei Tonouchi, Yuto Matsumoto, Kazuhiko ![]() ![]() ![]() Saimura, Masayuki Atkin, Rob Nagata, Takashi ![]() ![]() Katahira, Masato ![]() ![]() ![]() Hagiwara, Rika ![]() ![]() |
著者名の別形: | 登内, 雄斗 松本, 一彦 永田, 崇 片平, 正人 萩原, 理加 |
発行日: | 15-Nov-2018 |
出版者: | American Chemical Society (ACS) |
誌名: | Journal of Physical Chemistry Letter |
巻: | 9 |
号: | 22 |
開始ページ: | 6662 |
終了ページ: | 6667 |
抄録: | 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. |
著作権等: | This document is the Accepted Manuscript version of a Published Work that appeared in final form in Journal of Physical Chemistry Letter, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acs.jpclett.8b03117. この論文は出版社版でありません。引用の際には出版社版をご確認ご利用ください。 This is not the published version. Please cite only the published version. |
URI: | http://hdl.handle.net/2433/245201 |
DOI(出版社版): | 10.1021/acs.jpclett.8b03117 |
PubMed ID: | 30398357 |
出現コレクション: | 学術雑誌掲載論文等 |

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