Functional phosphorus-based π-conjugated systems: Structural diversity without multistep synthesis*
Muriel Hissler, Christophe Lescop, and Régis Réau
Sciences Chimiques de Rennes, CNRS UMR 6226 Université de Rennes 1, Campus de Beaulieu, 35042 Rennes Cedex, France
Abstract: The synthesis and properties of linear π-conjugated systems incorporating phosphole rings are described. Their supramolecular organization in the solid state can be controlled either by chemical modifications or coordination to transition metals of the phosphorus atom. Furthermore, chemical transformations of the phosphole ring allow organizing these P-chromophores in 3D assemblies exhibiting σ-π conjugation or in organometallic ferrocene-like derivatives. Phosphole-pyridine-containing π-conjugated chromophores act as P,N-chelates toward transition-metal ions, giving rise to mono- and di-nuclear complexes. The specific properties of these complexes make them valuable materials for organic light-emitting diodes (OLEDs) and interesting building blocks for the tailoring of π-conjugated systems.
Keywords: organic materials; phosphorus heterocycles; conjugated systems; paracyclophanes; transition metals.
*Paper based on a presentation at the 16th International Conference on Organic Synthesis (ICOS-16), 11-15 June 2006, Mérida, Yucatán, México. Other presentations are published in this issue, pp. 153-291.