Electroactive Self-Assembled Monolayers on Gold via Bipodal Dithiazepane Anchoring Groups

Paul A. Bertin, D.G. Georganopoulou, Taiyang Liang, Amanda L. Eckermann, M. Wunder, Michael J. Ahrens, Gary F. Blackburn, Thomas J. Meade

Langmuir · 2008 · 22 citations · 59 references

Concepts

Abstract

Novel dithiazepane-functionalized ferrocenyl-phenylethynyl oligomers 1 and 2 have been synthesized. Self-assembled monolayers (SAMs) of these ferrocene derivatives have been studied by X-ray photoelectron spectroscopy, ellipsometry, and cyclic voltammetry. It has been shown by XPS that monolayers of the dithiazepane-anchored molecules on gold electrodes contain gold-thiolate species. Cyclic voltammetry of the SAMs were characteristic of stable electroactive monolayers even for single-component SAMs of 1 and 2, with the more ideal responses recorded for the two-component SAMs diluted with undecanethiol. The small variation in peak splittings at progressively higher scan rates in these SAMs makes dithiazepane-bridged redox species promising candidates for further studies on molecular wires with bipodal anchoring.

References

59