Synthesis and reactivity of azole-based iodazinium salts

A systematic investigation of imidazo-and pyrazoloiodazinium salts is presented. Besides a robust synthetic protocol that allowed us to synthesize these novel cyclic iodonium salts in their mono-and dicationic forms, we gained in-depth structural information through single-crystal analysis and demonstrated the ring opening of the heterocycle-bridged iodonium species. For an exclusive set of dicationic imidazoiodaziniums, we show highly delicate post-oxidation functionalizations retaining the hypervalent iodine center.

Automated summary

This study presents a systematic investigation of imidazo-and pyrazoloiodazinium salts. The researchers successfully synthesized these novel cyclic iodonium salts in mono-and dicationic forms and gained in-depth structural information through single-crystal analysis. They also demonstrated the ring opening of the heterocycle-bridged iodonium species. Furthermore, they showed highly delicate post-oxidation functionalizations retaining the hypervalent iodine center for a specific set of dicationic imidazoiodaziniums.