Nanoscale Aryleneethynylene Molecular Wires with Reversible Fluorenone Electrochemistry for Self-Assembly onto Metal Surfaces

Two rigid-rod conjugated molecules (11 and 12) of ca. 4 and 7 nm length, respectively, bearing protected terminal thiol groups have been synthesized via multistep Sonogashira coupling reactions and shown to possess reversible cathodic solution electrochemistry arising from reduction of the fluorenone units.