Gram‐Scale Synthesis of Nickel(II) Norcorrole: The Smallest Antiaromatic Porphyrinoid

2012 
: Small is beautiful: A ring-contracted sister of porphyrin, norcorrole, has been synthesized efficiently as a stable molecule by a nickel-templated strategy. The norcorrole complex is stable but exhibits a distinct antiaromatic character according to the Huckel rule. Oxidation of the norcorrole complex provides an aromatic oxacorrole complex.
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