Published In
Chemistry - A European Journal
Document Type
Post-Print
Publication Date
8-2017
Subjects
Aromaticity (Chemistry), Catalysis, Arylation, Nucleophilic reactions
Abstract
Aromatic rings are found in a wide variety of products, including pharmaceuticals, agrochemicals, and functional materials. Diaryliodonium salts are novel reagents used to transfer aryl groups under both metal-free and metal-catalyzed reactions and thereby synthesize arene-containing compounds. This review focuses on recent studies in selective aryl transfer reactions from unsymmetrical diaryliodonium salts under metal-free conditions. Reactions reported from 2008 to 2017, which represents a period of significant growth in diaryliodonium salt chemistry, are presented and organized by the type of reactive intermediate formed in the reaction. Specifically, reactions involving λ3-iodane, λ3-iodane radical anions, aryl radicals, and arynes are discussed. Chemoselectivity trends in aryl transfer are compared and contrasted across reaction intermediates and translation to potential auxiliaries are posited.
DOI
10.1002/chem.201702732
Persistent Identifier
http://archives.pdx.edu/ds/psu/21081
Citation Details
Stuart, D. R. (2017). Aryl Transfer Selectivity in Metal‐Free Reactions of Unsymmetrical Diaryliodonium Salts. Chemistry-A European Journal.
Description
This is the peer reviewed version of an article which will be published in final form at https://doi.org/10.1002/chem.201702732. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving.