Synthesis of functionalized Kröhnke-type terpyridines using an evironmentally-friendly one-pot procedure

ORGN 793

Andreas Winter, a.winter@tue.nl, Laboratory of Macromolecular Chemistry and Nanoscience, Eindhoven University of Technology and Dutch Polymer Institute, P.O. Box 513, Eindhoven, 5600 MB, Netherlands and Ulrich S. Schubert, u.s.schubert@tue.nl, Laboratory of Macromolecular Chemistry and Nanoscience, Eindhoven University of Technology, P.O. Box 513, 5600 MB Eindhoven, Netherlands.
The outstanding complexation abilities of terpyridine ligands have made them become key building blocks in the design of new metallo-supramolecular architectures and polymers. Functionalized 2,2':6',2''-terpyridine derivatives have been incorporated in a large diversity of architectures, such as block or graft copolymers, chain-extended polymers and metallo-supramolecular micelles. The optical and electrochemical properties of such polymeric materials are strongly dependent on the chelating ligand, the complexed metal ions and the counterions. We are interested in the development of more complex terpyridines, including rigid and higher conjugated systems, and their influence on the properties of the materials derived. In this presentation, we show an efficient and general route to synthesize 4'-functionalized terpyridines to be used as building blocks for the construction of novel functional supramolecular materials. The main features of this approach are the comparably short reaction times and the environmentally-friendly reaction conditions (PEG300 as solvent, no excess of inorganic salts).