Synthesis and characterisation of new silicon-perfluoropropenyl compounds

Novel, stable silicon-pentafluoropropane compounds have been synthesised from the direct reaction of hydrofluorocarbons Z-CFH[double bond, length as m-dash]CFCF₃ (Z-HFC-1225ye) with BuLi, followed by appropriate silicon-halide. The compounds have been characterized by multinuclear NMR studies (¹⁹F, ¹H, ²⁹Si and ¹³C), DFT studies and structural confirmation was obtained by X-ray diffraction. Based on the outcome of treating synthetic silicon-pentafluoropropene compounds with different nucleophilic sources ( BuLi, BuLi, MeLi, and PhLi) and computed for this reaction DFT energetics, it is clear that the C-F bond is more active than C-F (F and F are labelled with respect to Si). This provides a route for efficient modification of pentafluoropropene group, that can be a crucial step in developing pharmaceuticals that include propenyl or vinyl groups, addressing the demand for medicines based on long carbonic chains.