Litcius/Paper detail

Multi‐Stage Redox Systems Based on Dicationic P‐Containing Polycyclic Aromatic Hydrocarbons

Thomas Delouche, Antoine Vacher, Elsa Caytan, Thierry Roisnel, Boris Le Guennic, Denis Jacquemin, Muriel Hissler, Pierre‐Antoine Bouit

2020Chemistry - A European Journal29 citationsDOIOpen Access PDF

Abstract

We report the straightforward synthesis of unprecedented electron-acceptors based on dicationic P-containing PAHs (Polycyclic Aromatic Hydrocarbons) based on copper mediated radical approach. In these systems, two phosphoniums are connected through various PAHs backbones. The impact of π-extension on both the optical and redox properties is investigated using a joint experimental (UV/Vis absorption, fluorescence and cyclic voltammetry) and theoretical approach (TD-DFT calculations). Finally, (spectro)-electrochemical studies prove that these compounds possess three redox states and EPR studies confirm the in situ formation of an organic radical delocalized on the PAH backbone.

Topics & Concepts

Delocalized electronRedoxChemistryCyclic voltammetryPhotochemistryElectrochemistryElectron delocalizationElectron paramagnetic resonancePolycyclic aromatic hydrocarbonOrganic chemistryPhysical chemistryElectrodeNuclear magnetic resonancePhysicsSynthesis and Properties of Aromatic CompoundsLuminescence and Fluorescent MaterialsOrganic and Molecular Conductors Research