Synthesis of Polyfluorinated Thia- and Oxathiacalixarenes Based on Perfluoro-m-xylene

Abstract

Perfluorinated tetrathiacalix[4]arene was obtained by heating perfluoro-m-xylene with thiourea or 2,5-difluoro-4,6-bis(trifluoromethyl)benzene-1,3-dithiol at 90 °C. Interaction of perfluoro-m-xylene with resorcinol or orcinol under mild conditions and subsequent heating of the mixture with 2,5-difluoro-4,6-bis(trifluoromethyl)benzene-1,3-dithiol leads to polyfluorinated dioxadithiacalix[4]arenes. Triphenyl and pentaphenyl ethers formed by the interaction of perfluoro-m-xylene with resorcinol under heating with thiourea gives polyfluorinated oxathiacalixarenes containing six and five aromatic nuclei, respectively.

Fluorinated Human Serum Albumin as Potential 19F Magnetic Resonance Imaging Probe

“…In a perfluoropolyaromatic compound, substitution may occur at one position preferentially. According to experimental data and theoretical calculations [ 80 ], the main S N Ar sites for PFT and PFX are ortho- and para-positions towards the CF 3 group [ 79 , 81 ]. Previously, we found that the reaction of HTL with PFT occurs in para position.…”