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Synthesis of linear porphyrin arrays of unusual length was reported. 1,4-Phenylene-bridged porphyrin oligomers up to a nonamer (ca. 122 Å length) were synthesized by acid catalyzed condensation of formyl-substituted porphyrins with dipyrrylmethane. The absorption and fluorescence spectra of these molecules exhibit systematic changes upon the increase in the number of the porphyrins.

A convenient synthetic procedure of a series of polyyne-bridged porphyrin dimers from diphenylpolyyne dialdehydes is reported. Trichloroacetic acid catalyzed double condensation of diphenylpolyyne dialdehydes with bis(3-hexyl-4-methyl-2-pyrrolyl)methane and 3,5-di-tert-butylbenzaldehyde in acctonitrile-dichloromethane followed by p-chloranil oxidation gave a set of diporphyrin model compounds (Pn, n = 0–4) bridged by conjugated triple bonds.