Regiospecific Reductive Elimination from Diaryliodonium Salts

Abstract

Out‐of‐plane steric bulk furnished by a cyclophane substituent on iodine(III) strongly destabilizes the transition state in the reductive elimination from diaryliodonium salts and leads to regiochemical control (dubbed SECURE), as is demonstrated by computational and experimental studies. This approach should be general for high‐valent main‐group and transition metal ions. X=N₃, OAc, PhO, CF₃CH₂O, SCN, PhS.