Steric Effect in the Nucleophilic Attack of Bromide Anion on Diaryl- and Aryl-2-thienyliodonium Ions

Abstract

Abstract Duryl-, mesityl-, and o-tolyl-phenyl- and 2-thienyliodonium bromides have been synthesized. When these substances were allowed to decompose in molten (235°C) and solution (100°C) states, the nucleophile (bromide anion) preferentially attacked the substituted phenyl ring. Steric and electronic effects of phenomena have been discussed.