Dibenzophosphapentaphenes: exploiting P chemistry for gap fine-tuning and coordination-driven assembly of planar polycyclic aromatic hydrocarbons.

Pierre-Antoine Bouit (1) , Aude Escande (1) , Rózsa Szűcs (2, 1) , Dénes Szieberth (2) , Christophe Lescop (1) , László Nyulászi (2) , Muriel Hissler (1) , Régis Réau (1)

1 ISCR - Institut des Sciences Chimiques de Rennes
2 BME - Budapest University of Technology and Economics [Budapest]

A synthetic route to planar P-modified polycylic aromatic hydrocarbons (PAHs) is described. The presence of a reactive σ(3),λ(3)-P moiety within the sp(2)-carbon scaffold allows the preparation of a new family of PAHs displaying tunable optical and redox properties. Their frontier molecular orbitals (MOs) are derived from the corresponding phosphole MOs and show extended conjugation with the entire π framework. The coordination ability of the P center allows the coordination-driven assembly of two molecular PAHs onto a Au(I) ion.

Domaines: Chimie inorganique; Chimie organique

Pierre-Antoine Bouit, Aude Escande, Rózsa Szűcs, Dénes Szieberth, Christophe Lescop, et al.. Dibenzophosphapentaphenes: exploiting P chemistry for gap fine-tuning and coordination-driven assembly of planar polycyclic aromatic hydrocarbons.. Journal of the American Chemical Society, 2012, 134 (15), pp.6524-7. ⟨10.1021/ja300171y⟩. ⟨hal-00848165⟩