Abstract
Novel, stable silicon-pentafluoropropane compounds have been synthesised from the direct reaction of hydrofluorocarbons Z-CFH[double bond, length as m-dash]CFCF(3) (Z-HFC-1225ye) with (n) BuLi, followed by appropriate silicon-halide. The compounds have been characterized by multinuclear NMR studies ((19)F, (1)H, (29)Si and (13)C), 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 ( (n) BuLi, (t) BuLi, MeLi, and PhLi) and computed for this reaction DFT energetics, it is clear that the C-F (trans) bond is more active than C-F (gem) (F (gem) and F (trans) 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.