Hamnett, David J. and Moran, Wesley J. (2014) Improving alkynyl(aryl)iodonium salts: 2-anisyl as a superior aryl group. Organic & Biomolecular Chemistry, 12. pp. 4156-4162. ISSN 1477-0520

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.

c4ob00556b.pdf - Published Version
Available under License Creative Commons Attribution.

Download (615kB) | Preview


Downloads per month over past year

Add to AnyAdd to TwitterAdd to FacebookAdd to LinkedinAdd to PinterestAdd to Email