The synthesis of porphyrins is a notoriously inefficient process with modest isolated product yields in the 20 – 30% range. In the current study, the synthesis of a standard porphyrin (5,10,15,20 – tetraphenylporphyrin, H2TPP) was investigated using a common synthetic protocol (the Adler-Longo method) adapted for use in a microwave reactor. Reaction conditions including reaction temperature and reaction time were systematically varied to find the conditions which afforded the greatest yields of H2TPP. The product was purified by silica gel chromatography using a heptane:ethyl acetate mobile phase. There is preliminary evidence to suggest that this microwave-assisted synthesis gives similar, if not increased, yields of H2TPP as compared to a traditional Adler-Longo synthesis. Data on the results of these varied syntheses and analysis of the isolated products will be presented.

Microwave-assisted synthesis of tetraphenylporphyrin

Macromolecular Chemistry: The Second Century

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ACS Spring 2020 National Meeting & Expo

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