Abstract
The change in the extent of the sulfur-oxygen interaction has been studied by quantum chemical calculations for sulfur-protonated and sulfoxide derivatives of ( Z) -3-fluorothiopropenal. Protonation does not influence markedly the strength of interaction, while in the sulfoxide derivative the interaction is considerably weakened, as monitored by the variation of the geometrical parameters and bond orders. A possible explanation may be based on the valence-shell expansion, which plays a crucial role in the strong sulfur-oxygen interaction in sulfides, but seems to be unfavourable in sulfoxides. The weaker interaction in sulfoxides can be attributed mainly to electrostatic forces.
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