Babadzhanova L. Perfluoroalkylation of C=O containing compounds and their heteroatomic analogoеs with RFSiMe3/F- system

The dissertation is devoted to the investigation of the reactivity of perfluoroalkyl(aryl)trimethylsilanes in the presence of the fluoride-ion sources towards the accessible organic and hetero-organic compounds containing C=O, C=S, C=N and P=O groups. A new convenient synthetic procedure to obtain various 1,1,1,3,3,3-hexafluoro-propan-2-ols and the corresponding trimethylsilyl ethers has been worked out starting from anhydrides or activated esters of carboxylic acids and trimethyl(trifluoromethyl)silane in the presence of tetramethylammonium fluoride. The reactions of non-activated aldimines with trimethyl(trifluoromethyl)silane and tetramethylammonium fluoride yielded trifluoromethylated amines or difluoromethylated ketimines. Trimethyl(perfluoroalkyl)silanes react with carbonyl sulfide and carbon disulfide in the presence of fluoride ion to give salts and, after alkylation of the latter, esters of the corresponding perfluorinated thio- and dithiocarboxylic acids. The interaction of triphenylphosphatewith trimethyl(trifluoromethyl)silane in the presence of the fluoride ion sources [Me4N]F and CsF has been investigated. The unique phosphoronolates CF3PF3O- and (CF3)2PF2O- were obtained and characterised