Silylation of aryl bromides with disilanes of type {[2-(PGOCH2)C6H4]Me2Si}(2) (P-G: protecting group) successfully takes place in the presence of a Pd/Ruphos or Davephos/CuI catalytic system to afford HOMSi reagents containing various functional groups in good yields. BisHOMSi reagents were also prepared directly from the corresponding arylene dibromides.