Pi-extended porphyrins possess an unique set of photophysical and optoelectronic properties due to their extended pi structure. Pi-extended porphyrins promise broad application in various areas ranging from biomedicine to organic electronics due to their much broadened and red-shifted UV-Vis absorption and emision bands..^1-4 In this presentation, we report methodolgy development for the synthesis and functionalization of several series of pi-extended porphyrins including push-pull dibenzoporphyrins,^{5, 6} A₂B₂ push-pull tetrabenzoporphyrins, and porphyrins oligomers linked through porphyrin beta-positions. New push (electron-donating groups) and pull (electron-withdrawing) groups were introduced at the porphyrin beta-positions and push-pull effects were studied. The electronic and optical properties of these p-extended porphyrins were measured using UV-Vis spectroscopy, steady state fluorescence spectroscopy, and cyclic voltammetry. DFT calculations were also performed for these porphyrins.

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