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Aryl Transfer Selectivity in Metal‐Free Reactions of Unsymmetrical Diaryliodonium Salts
Author(s) -
Stuart David R.
Publication year - 2017
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201702732
Subject(s) - aryl , chemistry , chemoselectivity , reagent , radical , combinatorial chemistry , salt (chemistry) , aryne , metal , organic chemistry , catalysis , alkyl
Abstract Aromatic rings are found in a wide variety of products, including pharmaceuticals, agrochemicals, and functional materials. Diaryliodonium salts are new reagents used to transfer aryl groups under both metal‐free and metal‐catalyzed reactions and thereby synthesize arene‐containing compounds. This minireview focuses on recent studies in selective aryl transfer reactions from unsymmetrical diaryliodonium salts under metal‐free conditions. Reactions reported from 2007 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 λ 3 ‐iodane, λ 3 ‐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.