6533b7d5fe1ef96bd1264f20
RESEARCH PRODUCT
Chemical and spectroscopical evidence for an electron‐transfer mechanism in the reaction of arenesulfonyl chlorides with anions
Elena González NúñezMaria J. RodrigoTeresa VareaGregorio Asensiosubject
chemistry.chemical_classificationInorganic chemistrySulfonyl halideSulfinic acidChlorideInorganic ChemistryAcylationchemistry.chemical_compoundElectron transferchemistryUnpaired electronAmidePolymer chemistrymedicineAcyl halidemedicine.drugdescription
The reaction of amide and amidate anions 2 with p-toluenesulfonyl chloride (1) under different reaction conditions gives rise to the total or partial reduction of the acyl halide to p-toluenesulfinic acid (5) and acylation compounds in variable amounts depending on the crowding at the anionic center. This indicates that a Single-Electron Transfer (SET) mechanism is involved in the reactions of 1 with anions. Unpaired electron species are detected by ESR in the course of the reactions.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 1989-09-01 | Chemische Berichte |