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 language | English |
|---|---|
| Pages (from-to) | 4156-4162 |
| Number of pages | 7 |
| Journal | Organic and Biomolecular Chemistry |
| Volume | 12 |
| Issue number | 24 |
| DOIs | |
| Publication status | Published - 6 May 2014 |
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Profiles
Wesley Moran
- Department of Chemical Sciences - Reader
- School of Applied Sciences
- Chemical Synthesis and Design Centre - Member
- Structural, Molecular and Dynamic Modelling Centre - Associate Member
Person: Academic
Cite this
Hamnett, D. J., & Moran, W. J. (2014). Improving alkynyl(aryl)iodonium salts: 2-anisyl as a superior aryl group. Organic and Biomolecular Chemistry, 12(24), 4156-4162. https://doi.org/10.1039/c4ob00556b