Pyrroles organostanniques et organosiliciés: syntheses et propriétés

The preparation and the properties of the N -tributyltin pyrrole are investigated. With halides, a substitution occurs with its orientation depending on the compound in the reaction: with silicon halides, N -substituted pyrroles are obtained, whereas with organic halides most of the products are C -substituted derivatives. In order to explain these results, the hypothesis of the existence of a pyrrolenine intermediate is postulated. The synthesis of the 2-trimethylsilylpyrrole is then performed. This compound is unstable and converts slowly into the N -isomer.