Study of a Stable "Trifluoromethoxide Anion Solution" Arising from 2,4-Dinitro-Trifluoromethoxybenzene

被引：20

作者：

Bonnefoy, Clemence ^{[1
]}

Chefdeville, Emmanuel ^{[2
]}

Panosian, Armen ^{[3
]}

Hanquet, Gilles ^{[3
]}

Leroux, Frederic R. ^{[3
]}

Toulgoat, Fabien ^{[1
,4
]}

Billard, Thierry ^{[1
,5
]}

机构：

[1] Univ Lyon 1, CNRS, Univ Lyon, Inst Chem & Biochem ICBMS,UMR CNRS 5246, 43 Bd 11 Novembre 1918, F-69622 Lyon, France

[2] Univ Lyon 1, CNRS, Univ Lyon, NMR Ctr, 43 Bd 11 Novembre 1918, F-69622 Lyon, France

[3] Univ Haute Alsace, Univ Strasbourg, CNRS, UMR 7042 LIMA,ECPM, F-67000 Strasbourg, France

[4] CPE Lyon, Campus Lyon Tech La Doua,43 Bd 11 Novembre 1918, F-69616 Villeurbanne, France

[5] Grp Hosp Est, CERMEP In Vivo Imaging, 59 Bd Pinel, F-69677 Lyon, France

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2021年 / 27卷 / 64期

关键词：

2; 4-dinitro-trifluoromethoxybenzene; Fluorine; Nucleophilic substitution; Trifluoromethoxylation; Trifluoromethoxide anion; PYRIDINIUM CHLORIDE; FLUORINE; TFMS;

D O I：

10.1002/chem.202102809

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Despite recent advances, trifluoromethoxylation remains a challenging reaction. Here we describe an efficient trifluoromethoxylative substitution, using an inexpensive and easy-to-handle reagent. By mixing DMAP with a slight excess of 1,4-dinitro-trifluoromethoxybenzene (DNTFB), a stable solution of trifluoromethoxide anion is obtained and can be used to perform a S(N)2 reaction without any silver additives. A precise study of the properties and behavior of this unusual stable solution of CF3O- species is also performed.

引用

页码：15986 / 15991

页数：6

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