Synthesis and Surface Assembly of Ruthenium Bipyridine Complexes

Veronica Marin; Daan Wouters; Stephanie Hoeppener; Elisabeth Holder; Ulrich S. Schubert

doi:10.1071/CH07085

RESEARCH ARTICLE

Synthesis and Surface Assembly of Ruthenium Bipyridine Complexes

Veronica Marin ^A ^B , Daan Wouters ^A ^B , Stephanie Hoeppener ^A , Elisabeth Holder ^A ^C and Ulrich S. Schubert ^A ^B ^D ^E

+ Author Affiliations

- Author Affiliations

^A Laboratory of Macromolecular Chemistry and Nanoscience, Eindhoven University of Technology, Den Dolech 2, 5600 MB Eindhoven, The Netherlands.

^B Dutch Polymer Institute, John F. Kennedylaan 2, 5612 AB Eindhoven, The Netherlands.

^C Current address: Functional Polymers Group and Institute of Polymer Technology, University of Wuppertal, Gaußstrasse 20, D-42097 Wuppertal, Germany.

^D Laboratory of Organic and Macromolecular Chemistry, Friedrich-Schiller-University Jena, D-07743 Jena, Germany.

^E Corresponding author. Email: u.s.schubert@tue.nl

Australian Journal of Chemistry 60(6) 414-419 https://doi.org/10.1071/CH07085
Submitted: 25 March 2007 Accepted: 21 May 2007 Published: 18 June 2007

Abstract

Disulfide-functionalized bipyridine and the corresponding thiol derivative were prepared starting from xanthogenate-functionalized bipyridine. The reduction of the xanthogenate by hydrazine led to the formation of a mixture of thiol and disulfide-functionalized bipyridines that could be separated by size exclusion chromatography. The chelating properties of the bipyridine units were used to prepare fluorescent heteroleptic ruthenium complexes, whereas the thiol or disulfide group on the other end of the molecule was used to anchor the individual ligands as well as the formed complexes to solid substrates. Scanning tunnelling microscopy was used to visualize the assembly of these species on a flat gold(111) substrate.

Acknowledgments

This work forms part of the Dutch Polymer Institute (DPI) research program (project #324, 360, and 448). The authors also acknowledge the Dutch Council for Scientific Research (NWO, VICI award for U.S.S.) for financial support. We thank Dr Philip R. Andres for his useful comments on the synthesis of thiol derivatives.

References

Synthesis and Surface Assembly of Ruthenium Bipyridine Complexes

Abstract

Acknowledgments

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