Halide anion mediated dimerization of a meso-unsubstituted N-confused porphyrin

Hiroyuki Furuta, Hideki Nanami, Tatsuki Morimoto, Takuji Ogawa, Vladimir Král, Jonathan L. Sessler, Vincent Lynch

    Research output: Contribution to journalArticlepeer-review

    23 Citations (Scopus)

    Abstract

    The new N-confused porphyrin (NCP) derivatives, meso-unsubstituted β-alkyl-3-oxo N-confused porphyrin (3-oxo-NCP) and related macrocycles, were synthesized from appropriate pyrrolic precursors by a [3+1]-type condensation reaction. 3-Oxo-NCP forms a self-assembled dimer in dichloromethane that is stabilized by complementary hydrogen-bonding interactions arising from the peripheral amide-like moieties. The protonated form of 3-oxo-NCP was observed to bind halide anions (F-, Cl-) through the outer NH and the inner pyrrolic NH groups, thus affording a dimer in dichloromethane. The structure of the chloride-bridged dimer in the solid state was determined by X-ray diffraction analysis.

    Original languageEnglish
    Pages (from-to)592-599
    Number of pages8
    JournalChemistry - An Asian Journal
    Volume3
    Issue number3
    DOIs
    Publication statusPublished - Mar 7 2008

    All Science Journal Classification (ASJC) codes

    • Biochemistry
    • Organic Chemistry

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