Breaking down the reactivity of λ(3)-iodanes: the impact of structure and bonding on competing reaction mechanisms.

@article{Magalhes2014BreakingDT,
  title={Breaking down the reactivity of λ(3)-iodanes: the impact of structure and bonding on competing reaction mechanisms.},
  author={Halua Pinto de Magalh{\~a}es and Hans Peter L{\"u}thi and Antonio Togni},
  journal={The Journal of organic chemistry},
  year={2014},
  volume={79 17},
  pages={8374-82}
}
The functionalization of arenes via diaryliodonium salts has gained considerable attention in synthesis, as these compounds react under mild conditions. Mechanistic studies have shown that the formation of corresponding λ(3)-iodane intermediates takes a key role, as they determine the course and selectivity of the reaction. Bridged diaryliodonium salts, featuring a heterocyclic moiety involving the iodine atom, were shown to exhibit a distinctly different reactivity, leading to different… CONTINUE READING