Improving alkynyl(aryl)iodonium salts: 2-anisyl as a superior aryl group

David J. Hamnett, Wesley J. Moran

Research output: Contribution to journalArticle

32 Citations (Scopus)

Abstract

The majority of alkynyl(aryl)iodonium salts reported in the literature are derived from iodobenzene. This article describes the effects of varying this iodoarene building block on the synthesis, reactivity and stability of these salts. Two procedures to synthesize a variety of known and novel alkynyl(aryl)iodonium tosylates directly from the iodoarene are reported. In the reactions of these salts, those derived from 2-iodoanisole gave superior results than the others tested in every reaction. Isothermal microcalorimetry indicated that these novel salts were significantly more stable and less prone to decomposition than all of the other derivatives.
Original languageEnglish
Pages (from-to)4156-4162
Number of pages7
JournalOrganic and Biomolecular Chemistry
Volume12
Issue number24
DOIs
Publication statusPublished - 6 May 2014

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