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The synthesis of diaryliodonium salts by the anodic oxidation of aryl iodide/arene mixtures

The synthesis of diaryliodonium salts by the anodic oxidation of aryl iodide/arene mixtures
The synthesis of diaryliodonium salts by the anodic oxidation of aryl iodide/arene mixtures
The syntheses of diaryliodonium salts by the anodic oxidation of an aryl iodide in the presence of an arene in solvents containing acetic acid, acetic anhydride, and an acid are investigated. The influence of the reaction conditions on the yield of the 4,4'-dimethyldiphenyliodonium cation from the electrolysis of solutions containing both 4-iodotoluene and toluene is explored. The reaction gives good yields of diaryliodonium salts for aryl iodides and arenes with alkyl substituents. The factors that limit the extension of the reaction to other functional groups are discussed.
0013-4651
D37-D42
Peacock, Martin J.
765d9d12-f52d-4a24-a031-e38b31c928a1
Pletcher, Derek
f22ebe69-b859-4a89-80b0-9e190e6f8f30
Peacock, Martin J.
765d9d12-f52d-4a24-a031-e38b31c928a1
Pletcher, Derek
f22ebe69-b859-4a89-80b0-9e190e6f8f30

Peacock, Martin J. and Pletcher, Derek (2001) The synthesis of diaryliodonium salts by the anodic oxidation of aryl iodide/arene mixtures. Journal of the Electrochemical Society, 148 (4), D37-D42. (doi:10.1149/1.1353574).

Record type: Article

Abstract

The syntheses of diaryliodonium salts by the anodic oxidation of an aryl iodide in the presence of an arene in solvents containing acetic acid, acetic anhydride, and an acid are investigated. The influence of the reaction conditions on the yield of the 4,4'-dimethyldiphenyliodonium cation from the electrolysis of solutions containing both 4-iodotoluene and toluene is explored. The reaction gives good yields of diaryliodonium salts for aryl iodides and arenes with alkyl substituents. The factors that limit the extension of the reaction to other functional groups are discussed.

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Published date: 1 April 2001

Identifiers

Local EPrints ID: 19589
URI: http://eprints.soton.ac.uk/id/eprint/19589
ISSN: 0013-4651
PURE UUID: b1d56917-1830-45c0-b9e3-e1f750cd57d1

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Date deposited: 14 Feb 2006
Last modified: 15 Jul 2019 19:27

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