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Norcorrole: Aromaticity and Antiaromaticity in Contest

Peter B. Karadakov

2020Organic Letters27 citationsDOIOpen Access PDF

Abstract

Magnetic shielding studies demonstrate that nickel norcorrole (NiNc) and norcorrole (H2Nc) provide unusual examples of stable molecules with high antagonistic levels of antiaromaticity and aromaticity: Both incorporate an antiaromatic “core”, a 14-membered cyclic conjugated subsystem with 16 π electrons, surrounded by an aromatic “halo” in the form of a ring of either 14 atoms and 14 π electrons with a new type of homoconjugation (NiNc), or 18 atoms with 18 π electrons (H2Nc).

Topics & Concepts

AntiaromaticityChemistryAromaticityCONTESTComputational chemistryOrganic chemistryMoleculePolitical scienceLawSynthesis and Properties of Aromatic CompoundsPorphyrin and Phthalocyanine ChemistryPhotochromic and Fluorescence Chemistry