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