Tetraalkylammonium Dichloroiodates as Iodinating Agents: Absence of Activity in Solid Phases and Superelectrophilic Activity in Sulfuric Acid

Abstract

In contrast to published results, tetraalkylammonium dichloroiodates (Alk₄N⁺ICl₂ ^-) cannot be iodinating reagents for arenes­ in solvent-free conditions. Nevertheless, tetraalkylammonium dichloroiodates in sulfuric acid solutions or in the presence of Ag₂SO₄ in H₂SO₄ possess superelectrophilic properties and act as very convenient and efficient iodinating agents for deactivated arenes­.

Key words

aromatic iodides - tetraalkylammonium dichloroiodates - iodinating agents

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