Room-temperature nucleophilic aromatic fluorination: Experimental and theoretical studies

Haoran Sun, Stephen G. DiMagno

Research output: Contribution to journalArticle

147 Citations (Scopus)

Abstract

(Chemical Equation Presented) Taming the reagent: The use of anhydrous tetrabutylammonium fluoride (TBAFanh) in nucleophilic aromatic substitution reactions, including variants of the selective halogen-exchange and fluorodenitration processes (see scheme), was investigated. It was shown that TBAFanh permits these reactions to be performed under surprisingly mild conditions if it is used in relatively nonpolar media.

Original languageEnglish (US)
Pages (from-to)2720-2725
Number of pages6
JournalAngewandte Chemie - International Edition
Volume45
Issue number17
DOIs
StatePublished - Apr 21 2006

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Fluorination
Halogens
Substitution reactions
Temperature
tetrabutylammonium

Keywords

  • Density functional calculations
  • Fluorine nucleophilic aromatic substitution
  • Synthetic methods
  • Tetrabutylammonium fluoride

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

Cite this

Room-temperature nucleophilic aromatic fluorination : Experimental and theoretical studies. / Sun, Haoran; DiMagno, Stephen G.

In: Angewandte Chemie - International Edition, Vol. 45, No. 17, 21.04.2006, p. 2720-2725.

Research output: Contribution to journalArticle

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