The diaryldiazenes (19 examples) and aryl(tert-butyl)diazenes (3 examples) were prepared by electrophilic C-coupling reactions of dry arenediazonium o-benzenedisulfonimides with Grignard reagents. The reactions were carried out in anhyd THF at –78°C under nitrogen and gave diazenes in 66–91% yield with few exceptions. In all cases the anion precursor of salts, i.e. the o-benzenedisulfonimide, was recovered easily, in greater than 90% yield.
Preparation of Diazenes by Electrofilic C-Coupling Reactions of Dry Arenediazonium o-Benzenedisulfonimides with Grignard Reagents.
BARBERO, Margherita;DEGANI, Jacopo;DUGHERA, Stefano;FOCHI, Rita;
1998-01-01
Abstract
The diaryldiazenes (19 examples) and aryl(tert-butyl)diazenes (3 examples) were prepared by electrophilic C-coupling reactions of dry arenediazonium o-benzenedisulfonimides with Grignard reagents. The reactions were carried out in anhyd THF at –78°C under nitrogen and gave diazenes in 66–91% yield with few exceptions. In all cases the anion precursor of salts, i.e. the o-benzenedisulfonimide, was recovered easily, in greater than 90% yield.
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