McMurry coupling of a pyrrole bisacrylaldehyde afforded a dipyrrolic macrocycle that is structurally midway between 1,10-diaza[18]annulene and the porphyrins. The diprotonated dication of this system retains porphyrin-like properties and provides insights into the nature of porphyrinoid aromaticity.
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Lash et al. (2010) studied this question.
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