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Promotional effect of ionic liquids in the electrophilic fluorination of phenols Full article

Journal ARKIVOC
ISSN: 1551-7004 , E-ISSN: 1551-7012
Output data Year: 2018, Pages: 60-71 Pages count : 12 DOI: 10.24820/ark.5550190.p010.164
Tags Fluorination; phenols; ionic liquid; solvent
Authors Borodkin Gennady I. 1,2 , Elanov Innokenty R. 1 , Shubin Vyacheslav G. 1
Affiliations
1 (Данные Web of science) Russian Acad Sci, Siberian Branch, NN Vorozhtsov Novosibirsk Inst Organ Chem, Academician Lavrentev Ave 9, Novosibirsk 630090, Russia
2 (Данные Web of science) Novosibirsk State Univ, Pirogov St 2, Novosibirsk 630090, Russia

Abstract: 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.
Cite: Borodkin G.I. , Elanov I.R. , Shubin V.G.
Promotional effect of ionic liquids in the electrophilic fluorination of phenols
ARKIVOC. 2018. P.60-71. DOI: 10.24820/ark.5550190.p010.164 WOS Scopus РИНЦ OpenAlex
Files: Full text from publisher
Dates:
Published online: Oct 15, 2017
Identifiers:
Web of science: WOS:000438796300006
Scopus: 2-s2.0-85041107864
Elibrary: 35536824
OpenAlex: W2771853456
Citing:
DB Citing
Web of science 6
Scopus 4
Elibrary 4
OpenAlex 5
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