This work describes an efficient novel method to incorporate reactive disul
fide bonds onto a silica surface under mild reaction conditions. The reacti
ve thiol groups introduced onto the silicon surface in the first reaction s
tep will be oxidized but easily converted into highly reactive thiopyridyl
groups, which can therefore easily be utilized for further organic synthesi
s involving thiol-containing molecules. This is done in a way that yields a
pproximately a monolayer of reactant on the surface, thereby not adding to
the roughness of the surface, of special importance, for instance, for sing
le molecule interaction studies.