Scramble-free synthesis of unhindered trans-A2B2-mesoaryl porphyrins via bromophenyl dipyrromethanes

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Trans-disubstituted porphyrins are highly valuable intermediates across diverse fields, but they pose a significant synthesis challenge in some cases due to scrambling and formation of complex mixtures. Conditions that minimize scrambling also lower yields, but steric hindrance around the meso-aryl substituent can effectively suppress scrambling altogether. Here we report a straightforward approach to valuable trans-A2B2 porphyrin intermediates that are otherwise very difficult to obtain, through use of removable blocking bromide substituents.
Original languageEnglish
Pages (from-to)1561-1565
Number of pages5
JournalOrganic Letters
Issue number8
Early online date19 Feb 2024
Publication statusPublished - 1 Mar 2024

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