Abstract
The first examples of 6,21-diaza-m-benziporphyrin (R₂DABP) and 6,21-diaza-m-pyriporphyrin (Ph_{2meso nitrogen atoms, along with new examples of dioxa-m-benziporphyrin, are reported. The metal complexes of R2DABP and Ph2DAPP exhibit red-shifted optical absorption bands that extend into the near-infrared region, compared to their corresponding freebase forms. NMR spectroscopy reveals that the metalation of the freebase of Ph2DAPP enhances the paratropic ring-current effect originating from the pseudo 20π-electron macrocyclic pathway.}