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

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

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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.

Item Type: Article
Subjects: Q Science > QD Chemistry
Schools: School of Applied Sciences
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Depositing User: Graham Stone
Date Deposited: 23 May 2014 15:22
Last Modified: 28 Aug 2021 19:11


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