Functionalized meso‐Arylporphyrins, Precursors for the Synthesis of Oligoporphyrinyls Lithiation and subsequent formylation of bromo‐substituted tetraarylporphyrins 3a–d, prepared under Adler‐Rothemund conditions, afford a mixture of the porphyrinylbenzaldehydes 4a–d and the corresponding dialdehydes (cis and trans isomer) 7a/7d and 8a/8d, which may beisolated by column chromatogrphy. The readily available porphyrins are suitable precursors for the synthesis of oligoporphyrinyl systems which is demonstrated for the case of the novel stilhene‐linked diporphyrinyl 12. Alkyl substitution of the nonfunctionalized aryl groups brings about sufficient solubility of the porphyrins in organic solvents.
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Hammel et al. (1990) studied this question.