27 2 02 m 6h this abundance was qualitatively corroborated by analytical hplc using a column with cosmosil buckyprep material as the stationary phase from nacalai tesque pyrenylpropyl group bonded silica and toluene as the mobile phase to a clean dry 50 ml round bottom flask was added a stir bar and 1 g 3 69 mmol 1 eq of the bromide the round bottom was sealed and purged three times with inert gas and vacuum dichloromethane 4 ml and diisopropyl sulfide 1 31 g 1 61 ml 11 1 mmol 3 eq were added to the flask sequentially via syringe the reaction was cooled to 0 u00b0 c and allowed to equilibrate for 15 minutes silver tetrafluoroborate 718 mg 3 69 mmol 1 eq was added and the reaction was stirred for 4 hours while warming to room temperature slowly during this time the reaction was kept in the dark dichloromethane was added and the reaction was extracted twice with water the dcm layer was dried with magnesium sulfate filtered and solvent was removed by rotary evaporation the crude product was taken up in ethyl acetate and loaded onto a small column which was then flushed with copious ethyl acetate to remove impurities product was then eluted with acetone the acetone was removed by rotary evaporation and a small amount of dcm was added to precipitate silica gel that had come through with the.