Metathetical Redox Reaction of (Diacetoxyiodo)arenes and Iodoarenes

Antoine Jobin-Des Lauriers; Claude Y Legault

doi:10.3390/molecules201219874

Metathetical Redox Reaction of (Diacetoxyiodo)arenes and Iodoarenes

Molecules. 2015 Dec 17;20(12):22635-44. doi: 10.3390/molecules201219874.

Authors

Antoine Jobin-Des Lauriers¹, Claude Y Legault²

Affiliations

¹ Centre in Green Chemistry and Catalysis, Department of Chemistry, University of Sherbrooke, 2500 boul. de l'Université, Sherbrooke, QC J1K 2R1, Canada. Antoine.Jobin-Des.Lauriers@USherbrooke.ca.
² Centre in Green Chemistry and Catalysis, Department of Chemistry, University of Sherbrooke, 2500 boul. de l'Université, Sherbrooke, QC J1K 2R1, Canada. claude.legault@usherbrooke.ca.

Abstract

The oxidation of iodoarenes is central to the field of hypervalent iodine chemistry. It was found that the metathetical redox reaction between (diacetoxyiodo)arenes and iodoarenes is possible in the presence of a catalytic amount of Lewis acid. This discovery opens a new strategy to access (diacetoxyiodo)arenes. A computational study is provided to rationalize the results observed.

Keywords: (diacetoxyiodo)arenes; hypervalent iodine; metathesis.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Benzene Derivatives / chemistry*
Iodine Compounds / chemistry*
Oxidation-Reduction
Thermodynamics

Substances

Benzene Derivatives
Iodine Compounds