Polyfluorinated oxacalixarenes. Interaction of perfluoro-m-xylene with resorcinol and tetrafluororesorcinol

Abstract Interaction of perfluoro- m -xylene with tetrafluororesorcinol in Et 3 N-CH 3 CN system leads to the formation of perfluorinated tetramethyltetraoxacalix[4]arene with a good yield, while the reaction with resorcinol gives a mixture of macrocycles containing 4, 6 or 8 aromatic rings. The intermediate products in these reactions are perfluoro-3-(2,4-dimethylphenoxy)phenol and 1,3-bis(2,4-bistrifluoromethyltrifluorophenoxy)benzene, respectively. The interaction of the latter with tetrafluororesorcinol leads to the formation of tetraoxacalix[4]arene of ABAC type with a good yield.