The above synthesis of calixcorrole also led to a large quantity of pyrrole-appended isocorrole, abbreviated hereafter as H2[5/10-pyr-TpMePiC], suggesting to us that even longer reaction times would lead to higher yields of calixcorrole. Indeed, extending the reaction time to 5 days, keeping all other variables the same as above, led to combined yield of 38.8% of the two fractions. Given the impracticality of a 5-day reasction, we then investigated higher-temperature reactions in THF and DMSO, but these resulted in isocorrole as the only observed product. Heating the corrole in toluene with 2-3 eq DDQ and 10-50 eq pyrrole to 100°C did result in calixcorrole (as evidenced by MS), but only in small amounts after several days of heating.