Inexpensive, active KF for nucleophilic aromatic displacement reactions

Timothy P. Smyth, Aedin Carey, B. K. Hodnett

Research output: Contribution to journalArticlepeer-review

Abstract

The simple, and inexpensive process, of recrystallizing KF from a methanol solution by slow evaporation of the solvent, followed by drying at 100 °C, results in a highly active form of KF. The surface area was increased 20 fold by this process. This pre-treated KF proved to be considerably more efficient as a source of fluoride ion than untreated KF in the conversion of 2,4-dichloronitrobenzene to 2,4-difluoronitrobenzene. It was observed to be more efficient than spray dried KF but was less efficient than KF supported on CaF2. The results of a kinetic analysis of the above reaction using the pre-treated KF point towards a solid-liquid interfacial mechanism.

Original languageEnglish
Pages (from-to)6363-6376
Number of pages14
JournalTetrahedron
Volume51
Issue number22
DOIs
Publication statusPublished - 29 May 1995

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