Study of a Stable “Trifluoromethoxide Anion Solution” Arising from 2,4‐Dinitro‐Trifluoromethoxybenzene
Clémence Bonnefoy, Emmanuel Chefdeville, Armen Panosian, Gilles Hanquet, Frédéric R. Leroux, Fabien Toulgoat, Thierry Billard
Abstract
Abstract 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 CF 3 O − species is also performed.
Topics & Concepts
ReagentMixing (physics)IonCombinatorial chemistrySubstitution (logic)ChemistryComputer sciencePhysical chemistryOrganic chemistryPhysicsProgramming languageQuantum mechanicsFluorine in Organic ChemistryInorganic Fluorides and Related CompoundsPer- and polyfluoroalkyl substances research