A new approach has
been developed to prepare amino-terminated monolayers on hydrogen-terminatedsilicon surfaces. This two-step procedure is the first method that provides direct control over the surfacedensity of the amino groups. First, a mixed monolayer of a protected
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-amino-1-alkene and a nonfunctional1-alkene is prepared on a H-terminated Si surface, using either phthalimide or acetamide as NH
2-protectinggroups. Su
bsequent removal of the protective groups generates the covalently attached NH
2-terminatedmonolayer, as evidenced from water contact angle measurements, IR spectroscopy, and X-ray photoelectronspectroscopy. Both protecting groups have their own advantages: use of the phthalimide moiety issynthetically very convenient; the relatively small acetamide moiety can
be used to prepare monolayerswith high densities (>50%) of amine groups. The reactivity of the amine groups has
been confirmed
byfurther modification of the monolayers.