Macrocyclic compounds derived from Perfluoro-4-isopropylpyridine

PerflLioro-4-isopropylpyridine (1) has been shown to undergo nucleophilic substitution reactions with wide range of nucleophiles and was thus demonstrated to behave as a powerful regioselective electrophile in most cases.(INSERT DIAGRAM) This work has enabled a series of highly fluorinated macrocyclic compounds to be synthesised based on highly fluorinated pyridine derivatives.(INSERT DIAGRAM) Polyfluoroalkylation and nucleophilic substitution in tetrafluoropyrimidine and tetrafluorophthalonitrile give highly fluorinated products that react readily with nucleophiles.(INSERT DIAGRAM)