Abstract

Nine new pyridinium methylides have been synthesised via S NAr displacement of the 4-fluorine from pentafluoropyridine with pyridinium phenacylide [ → py +C̄(COPh)C 5F 4N-4] and a range of pyridinium alkoxycarbonylmethylides [ → py +C̄(CO 2R)C 5F 4N-4, R = Me, Et, Pr n, Pr i, CH 2CCl 3, CH 2CF 3, CH 2Ph, CH 2CH 2Ph]. A detailed analysis of the mass spectrometric fragmentation patterns for the alkoxycarbonyl compounds has been carried out. Spectroscopic data has also been obtained for pyridinium methylides synthesised from pyridinium ethoxycarbonylmethylide and 3-chlorotetrafluoropyridine or octafluorotoluene.

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