Description

This thiol provides a way of chemoselective ligation of aminooxy-containing compounds to the ketone functionality. Chan and Yu (Langmuir, 2002, 18, 311) covalently attached ketone-decorated Au nanoparticles to self-assembled monolayers presenting aminooxy groups on a gold surface. The oxime formed by the chemoselective ligation was stable on the film (as confirmed by the cyclic voltammetry of ferrocenecarboxaldehyde immobilized onto aminooxy SAMs). Other, more selective coupling schemes are also possible.