Gd. Burns et al., Reaction of tetrafluoroethene oligomers. Part 17. Some reactions of (E/Z)-perfluoro-2,3-dimethylpenta-1,3-diene, J CHEM S P1, (5), 2001, pp. 552-557
(E/Z)-Perfluoro-2,3-dimethylpenta-1,3-diene has been reacted with cold meth
anol to afford a monosubstituted product, whereas reaction in methanol cont
aining triethylamine, even at ice temperature, formed a single multi-substi
tuted product containing seven methoxy groups; these products have been ful
ly characterised and their formation rationalised. Reactions of the diene w
ith aniline and substituted anilines formed either pyrroloquinolines, azeti
nes or oxoazetines. A rationalisation of the different reaction pathways in
terms of the substitution pattern and electron demand of the subsituents i
n the anilines is presented.