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Dioxoiodane Compounds as Versatile Sources for Iodine(I) Chemistry
Author(s) -
Muñiz Kilian,
García Belén,
Martínez Claudio,
Piccinelli Alessandro
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.201603801
Subject(s) - reagent , electrophile , iodine , vicinal , chemistry , combinatorial chemistry , electrophilic addition , iodine compounds , organic chemistry , catalysis
Abstract The general synthesis, isolation and characterization of electrophilic iodine reagents of the general formula R 4 N[I(O 2 CAr) 2 ] is reported. These compounds are air‐ and moisture‐stable iodine(I) reagents, which were characterized including X‐ray analysis. They represent conceptually new iodine(I) reagents with anions as stabilizers. These compounds display the expected performance as electrophilic reagents upon interaction with electron‐rich substrates. The performance of these compounds in a total of 47 different reactions of vicinal iodooxygenation of alkenes is studied and some key features on the reagents are revealed.