Aspects of investigating scrambling in the synthesis of porphyrins Different analytical methods

C.B. Nielsen, Frederik C Krebs

    Research output: Contribution to journalJournal articleResearchpeer-review

    Abstract

    Herein, we discuss the analyses and quantification of the different components in porphyrin mixtures, prepared from p-anisaidehyde, p-tolualdehyde, and 5-(4-bromophenyl)-dipyrromethane with acid catalysis, using NMR and HPLC. The advantages and disadvantages of these analytical methods are emphasized. Due to the similar size of a bromine atom and a methyl group it was possible to grow crystals suitable for X-ray crystallographic studies from a mixture of porphyrins, where the 4-position of the meso-phenyl rings was either substituted with methyl groups or bromine atoms. We also show that X-ray studies are inferior to NMR analysis for determining the components in a porphyrin mixture. (c) 2005 Elsevier Ltd. All rights reserved.
    Original languageEnglish
    JournalTetrahedron Letters
    Volume46
    Issue number35
    Pages (from-to)5935-5939
    ISSN0040-4039
    DOIs
    Publication statusPublished - 2005

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