Synthesis and reactivity of donor stabilized thionylium (SO2+) dications†
John R.
De Backere 
a
and
Douglas W.
Stephan
*a
a
and
Douglas W.
Stephan
*a
Abstract
Robust mono-, di-, and tridentate base-stabilized thionylium (SO2+) dications were synthesized from the treatment of SOCl2 with Me3SiO3SCF3 and pyridine-based ligands. Computational and experimental data are consistent with Lewis acidities comparable to BF3 and PF5 and these compounds were shown to activate C–F bonds of fluoroalkanes. These dications also react with Ph3PO and CuO to effect O2− abstraction in an overall redox-neutral deoxygenation process driven by the evolution of SO2.
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