Promotional effect of ionic liquids in electrophilic fluorination of phenols
作者:Gennady I. Borodkin、Innokenty R. Elanov、Vyacheslav G. Shubin
DOI:10.24820/ark.5550190.p010.164
日期:——
The influence of a stoichiometric amount of ionic liquids (IL) on the fluorination of phenols in various solvents has been studied. The fluorination of phenol, 1-naphthol and resorcinol was carried out using 1-chloromethyl-4-fluoro-l,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (F-TEDA-BF4, Selectfluor (TM)) with the formation of 2-fluoro-, 4-fluorophenol, 2-fluoro-, 4-fluoronaphthol and 4-fluoro-, 4,6-difluoro-benzene-l,3-diol as the main products. The use of a stoichiometric amount of ionic liquid as an additive results in acceleration of the reactions. The effect is most significant at low temperatures. It has been found that solvent polarity has an essential effect on the difference in yields of fluoroproducts obtained in the presence of IL and without it.
Fluorination with cesium fluoroxysulfate. Room temperature fluorination of benzene and naphthalene derivatives