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Synthesis of porphyrin(2.1.2.1) with embedded naphthalene

    https://doi.org/10.1142/S1088424622500390Cited by:5 (Source: Crossref)

    Expanded nonaromatic stable porphyrins(2.1.2.1) were successfully synthesized by 2,3-di(1H-pyrrol-2-yl)naphthalene as buliding blocks and aromatic aldehydes under acid catalyzed condensation conditions in acceptable isolated yields. NMR, X-ray diffraction analysis, absorption, electrochemical, and density functional theory revealed these macrocycles to be non-aromatic due to highly saddle-shaped molecular structures of dinaphthoporphyrin(2.1.2.1). The saddle-shaped dinaphthoporphyrins(2.1.2.1) with embedded naphthalene units as π-conjugation units show perturbations to molecular structure, optical and electronic properties. The dinaphthoporphyrins(2.1.2.1) are effective macrocyclic ligands giving copper(II) and nickel(II) complexes.

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