Pseudocyclic bis-N-heterocycle-stabilized iodanes – synthesis, characterization and applications†
Andreas Boelke,Soleicha Sadat,Enno Lork,Boris J. Nachtsheim
Chemical Communications Pub Date : 06/28/2021 00:00:00 , DOI:10.1039/D1CC03097C
Abstract

Bis-N-heterocycle-stabilized λ3-iodanes (BNHIs) based on azoles are introduced as novel structural motifs in hypervalent iodine chemistry. A performance test in a variety of benchmark reactions including sulfoxidations and phenol dearomatizations revealed a bis-N-bound pyrazole substituted BNHI as the most reactive derivative. Its solid-state structure was characterized via X-ray analysis implying strong intramolecular interactions between the pyrazole nitrogen atoms and the hypervalent iodine centre.

Graphical abstract: Pseudocyclic bis-N-heterocycle-stabilized iodanes – synthesis, characterization and applications