Orientation-controlled single-molecule junctions

Angew Chem Int Ed Engl. 2014 Sep 8;53(37):9771-4. doi: 10.1002/anie.201402343. Epub 2014 Jul 15.

Abstract

The conductivity of a single aromatic ring, perpendicular to its plane, is determined using a new strategy under ambient conditions and at room temperature by a combination of molecular assembly, scanning tunneling microscopy (STM) imaging, and STM break junction (STM-BJ) techniques. The construction of such molecular junctions exploits the formation of highly ordered structures of flat-oriented mesitylene molecules on Au(111) to enable direct tip/π contacts, a result that is not possible by conventional methods. The measured conductance of Au/π/Au junction is about 0.1 G(o) , two orders of magnitude higher than the conductance of phenyl rings connected to the electrodes by standard anchoring groups. Our experiments suggest that long-range ordered structures, which hold the aromatic ring in place and parallel to the surface, are essential to increase probability of the formation of orientation-controlled molecular junctions.

Keywords: benzene derivatives; mesitylene; molecular electronics; self-assembly; single-molecule conductivity.