title: Phosphole-containing pi-conjugated systems: from model molecules to polymer films on electrodes.
abstract: Two series of 2,5-dipyridyl- and 2,5-dithienylphosphole derivatives containing sigma3- or sigma4-P atoms were prepared, and their optical (UV/Vis absorption, fluorescence spectra) and electrochemical properties were systematically evaluated. These physical properties depend mainly on the natures of the 2,5-substituents and of the phosphorus moiety, and they revealed that these compounds contain extended pi-conjugated systems. Structure-property relationships were established on the basis of these experimental data and ab initio calculations on the parent molecules. The limited aromatic character and low-lying LUMO of the phosphole ring appear to be crucial for achieving a highly delocalised pi system. Electrooxidation of 2,5-dithienylphosphole derivatives affords electroactive films with low optical band gaps. As observed for the corresponding monomers, the optical and electrochemical properties of the polymers can be varied over a wide range by modifying the nature of the phosphorus moiety.
authors.affiliation: Organométalliques et Catalyse Chimie et Electrochimie Moléculaires, UMR 6509, CNRS-Université de Rennes 1, Institut de Chimie de Rennes, France.
authors.forename: C
authors.initials: C
authors.lastname: Hay
authors.forename: M
authors.initials: M
authors.lastname: Hissler
authors.forename: C
authors.initials: C
authors.lastname: Fischmeister
authors.forename: J
authors.initials: J
authors.lastname: Rault-Berthelot
authors.forename: L
authors.initials: L
authors.lastname: Toupet
authors.forename: L
authors.initials: L
authors.lastname: Nyulászi
authors.forename: R
authors.initials: R
authors.lastname: Réau