Passivation and secondary functionalization of allyl-terminated Si(111) surfaces

Synthesis of passivated silicon surfaces with tunable properties requires formation of a monolayer that includes a synthetically useful functional group, such as an alkene. Thus, Si(111) surfaces have been chemically and electrically passivated by attachment of an allyl monolayer. The structure of the monolayer was confirmed using infrared spectroscopy. The allyl-functionalized surface exhibited resistance to oxidation and had a low density of surface trap states. Metal-catalyzed reactions, in particular, Heck coupling and ruthenium-catalyzed olefin cross-metathesis, allowed attachment of small molecules despite the steric constraints of the dense surface-bound layer. Allyl-terminated silicon surfaces thus offer a means of attaching a variety of chemical moieties to a silicon surface through a short linking group, enabling applications in energy conversion, catalysis, and sensing.