Synthesis of Aromatic Sulfones from SO2 and Organosilanes, Under Metal-free Conditions

Niklas von Wolff (1) , Joëlle Char (1) , Xavier Frogneux (1) , Thibault Cantat (1)

1 LCMCE - Laboratoire de Chimie Moléculaire et de Catalyse pour l'Energie (ex LCCEF)

The conversion of SO2 to arylsulfones has been achieved for the first time under metal-free conditions, by reacting SO2 with (hetero)arylsilanes and alkylhalides, in the presence of a fluoride source. The mechanism of this transformation has been elucidated based on DFT calculations, which highlight the influence of SO2 in promoting C–Si bond cleavage.

Keywords: metal - free; organosilanes; sulfones; SO 2; DFT calculations

Domains: Material chemistry

Niklas von Wolff, Joëlle Char, Xavier Frogneux, Thibault Cantat. Synthesis of Aromatic Sulfones from SO2 and Organosilanes, Under Metal-free Conditions. Angewandte Chemie International Edition, 2017, 56, pp.5616-5619. ⟨10.1002/anie.201702311⟩. ⟨cea-01510322⟩