Interhalogen fluorides (XF; X = I, Br, or Cl) generated from xenon difluoride (XeF2) or triethylamine
trihydrofluoride (TREAT HF) with iodine (I2), N-halosuccinimides (NXS; X = I, Br, or Cl), or
alkylhypohalites (ROX; R = CH3 or t-Bu, X = Br or Cl) with alkenes and aromatics are reported.
A comparison of the above reactions with other methods reported in the literature to generate
interhalogen fluorides is made. Interhalogens generated from direct action of elemental fluorine
(F2) or XF3 (X = I, Br, or Cl) with chlorine (Cl2), bromine (Br2), or iodine (I2) give a species that can
react with electron-deficient alkenes or aromatics. These reagents are too reactive for electron-rich substrates. Interhalogen fluorides from reagents like NXS or ROX with XeF2 or amine HF are
much less reactive and give good yields with electron-rich akenes or aromatics.