Phosphanyl-substituted siloles: synthesis, optical and electrochemical studies and computations

Reka Mokrai (1, 2) , Tamás Holczbauer (1) , Csaba Fekete (1) , Balázs Volk (1) , Vincent Dorcet (2) , Pierre-Antoine Bouit (2) , László Nyulászi (1) , Muriel Hissler (2) , Ilona Kovács (1) , Zoltán Benkő (1)

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

In this paper, we report the synthesis and characterization of a series of phosphanyl-substituted siloles. The chemical modification (oxidation, sulfurization, alkylation and complexation) results in a change in the energy levels of frontier orbitals, which has further been studied by UV-Vis absorption spectroscopy and electrochemistry. Significantly, despite their high "s" 2 character the phosphorus lone pairs of the 2,5-bisphosphanylsilole can combine with the π-system of the silole core resulting in a somewhat destabilized HOMO. The structural aspects of these new siloles have been investigated employing single-crystal X-ray diffraction and DFT calculations.

Domaines: Chimie organique

Reka Mokrai, Tamás Holczbauer, Csaba Fekete, Balázs Volk, Vincent Dorcet, et al.. Phosphanyl-substituted siloles: synthesis, optical and electrochemical studies and computations. European Journal of Inorganic Chemistry, 2020, 2020 (18), pp.1794-1802. ⟨10.1002/ejic.202000163⟩. ⟨hal-02532057⟩