To a solution of H3[TpMePC] 40 (51.4 mg) and DDQ (61.8 mg, ~ 3 eq) in DCM (20 mL) was added pyrrole (0.82 mL, ~ 13 eq) and the resulting solution was brought to reflux. After 2 days at reflux the solvent was removed by rotary evaporation and the residue purified by silica column. DCM/n-hexane 1:3 eluated a small green fraction (isocorrole) after which the polarity was increased to DCM/n-hexane 1:1 to eluate a red/pink fraction corresponding to the calixcorroles as a mixture of diastereomers. The two diastereomers were separated via prep-TLC using DCM/n-hexane 1:2 to give 8.0 mg (12.6 %) of Calixcorrole F1 and 21.5 mg (34 %) of Calixcorrole F2. Analytical details are as follows.