Journal of the Chemical Society. Perkin transactions I p. 1071 - 1077 (1981)
Update date:2022-08-11
Topics:
Chambers, Richard D.
Musgrave, W. Kenneth R.
Sargent, Colin R.
Rearrangement of perfluoro-4,5-di-s-butylpyridazine (4) to a mixture of perfluoro-4,5-di-s-butylpyrimidine (13) and -2,5-di-s-butylpyrazine (20), occurs at 300 deg C, in a sealed tube.Cross-over experiments between various fluorinated pyridazine derivatives and, also, doubly 15N-labelled derivatives, rule out any rearrangement mechanism involving a cycloaddition process.Compound (4) and other fluorinated compounds act as promoters for the rearrangement of various fluorinated pyridazine derivatives and this process is now most reasonably regarded as a free-radical promoted formation of valence isomers.
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