Reaction of tetrafluoroethene oligomers. Part 17. Some reactions of (E/Z)-perfluoro-2,3-dimethylpenta-1,3-diene

Abstract

(E/Z)-Perfluoro-2,3-dimethylpenta-1,3-diene has been reacted with cold methanol to afford a monosubstituted product, whereas reaction in methanol containing triethylamine, even at ice temperature, formed a single multi-substituted product containing seven methoxy groups; these products have been fully characterised and their formation rationalised. Reactions of the diene with aniline and substituted anilines formed either pyrroloquinolines, azetines or oxoazetines. A rationalisation of the different reaction pathways in terms of the substitution pattern and electron demand of the substituents in the anilines is presented.