Synthesis and reactivity of 2-oxidodiaryliodonium zwitterions

Abstract

The direct synthesis of three new 2-oxidodiaryliodonium zwitterions from phenols and aryliodine(III) bistrifluoroacetate and their reaction with nucleophiles and electrophiles are reported. Especially noteworthy is the reactivity of 2-methoxy-3,5-dinitrophenyl(phenyl)iodonium tetrafluoroborate (15) which is hydrolysed by water and solvolysed by alcohols at room temperature.