From Refrigerant to Reagent: Repurposing HFC-125 into Inorganic and Organic Fluorinating Agents.

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-09-29 DOI:10.1021/acs.orglett.5c03605

Hiroto Iwasaki,Zhengyu Zhao,Syunsuke Nanya,Naoyuki Hoshiya,Yosuke Kishikawa,Norio Shibata

引用次数: 0

Abstract

We report a sustainable and atom-economical strategy to repurpose the refrigerant HFC-125 (CF3CF2H) into two valuable fluorinating agents: potassium fluoride (KF) and 1,1,2,2-tetrafluoro-N,N-dimethylethylamine (TFEDMA). Treatment of HFC-125 with KHMDS in toluene at low temperature induces deprotonation and β-fluoride elimination, quantitatively generating KF. The resulting crude KF, designated as KF125, efficiently promotes a range of nucleophilic fluorination reactions. Simultaneously, the cogenerated tetrafluoroethylene (TFE) is converted into TFEDMA, achieving complete utilization of HFC-125. This dual-reagent platform represents a practical and scalable approach to upcycling fluorinated industrial feedstocks for synthetic applications.

查看原文本刊更多论文

从制冷剂到试剂：将HFC-125重新用于无机和有机氟化剂。

我们报告了一种可持续和原子经济的策略，将制冷剂HFC-125 （CF3CF2H）重新利用为两种有价值的氟化剂：氟化钾（KF）和1,1,2,2-四氟- n， n -二甲基乙胺（TFEDMA）。用KHMDS低温处理甲苯中的HFC-125，诱导去质子化和β-氟消除，定量生成KF。所得到的粗KF，被称为KF125，有效地促进了一系列亲核氟化反应。同时，将共生成的四氟乙烯（TFE）转化为TFEDMA，实现了HFC-125的完全利用。这种双试剂平台代表了一种实用和可扩展的方法，用于合成应用的氟化工业原料的升级回收。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

求助全文

约1分钟内获得全文求助全文

来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.