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A dodecasubstituted porphyrin like 56 is “pre‐distorted” due to repulsive peri‐interactions of the meso‐ and β‐substituents. As such, core protonation results in a comparably small increase in nonplanarity in 57. At the same time, sterically unhindered 47 undergoes a significantly large increase in distortion upon formation of 58.
