Quinoxalino[2,3-b']porphyrin behave as [pi]-expanded porphyrins upon one-electron reduction: Broad control of the degree of delocalization through substitution at the macrocycle periphery

The synthesis and redox properties of a series of free-base and metal(II) quinoxalino(2,3-b']porphyrins and their use in an investigation of the substituent effects on the degree of communication between the porphyrin and its [beta],[beta]'-fused quinoxalino component are reported.