Sulfur_trioxide_pyridine_complex
Sulfur trioxide pyridine complex
Chemical compound
Sulfur trioxide pyridine complex is the compound with the formula C5H5NSO3. It is a colourless solid that dissolves in polar organic solvents. It is the adduct formed from the Lewis base pyridine and the Lewis acid sulfur trioxide. The compound is mainly used as a source of sulfur trioxide, for example in the synthesis of sulfate esters from alcohols:[1]
- ROH + C5H5NSO3 → [C5H5NH]+[ROSO3]−
It also is useful for sulfamations:
- R2NH + C5H5NSO3 → C5H5N + R2NSO3H
The compound is used for sulfonylation reactions, especially in the sulfonylation of furans.[2] It is also an activating electrophile in a Parikh-Doering oxidation.[3]