The demetalation of MIII(HCTPPO)Br (M = Mn or Fe) afforded two hydroxylated N-confused porphyrinoids. CTPPOH retains the tautomer form of the N-confused porphyrin with a hydroxyl group substituted in the inner-core carbon. The further attack of OH- to the meso carbon afforded a dihydroxylated N-confused macrocycle, CTPP(OH)2.