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Updated: Feb 1, 2026

Hierarchical and Programmable One-Pot Oligosaccharide Synthesis
Published on: September 6, 2019
One-Pot Approach to Chlorins, Isobacteriochlorins, Bacteriochlorins, and Pyrrocorphins
Morten K Peters1, Fynn Röhricht1, Christian Näther2
1Otto Diels-Institute of Organic Chemistry , Christian Albrechts University Kiel , Otto Hahn Platz 4 , 24118 Kiel , Germany.
Abstract:
A Diels-Alder strategy is reported to synthesize the complete set of hydroporphyrins: chlorins, bacteriochlorins, isobacteriochlorins, and pyrrocorphins. Porphyrins and Ni-porphyrins react with isobenzofuran in very high yields at 70 °C to form the corresponding chlorins. Electron-deficient porphyrins react with a second equivalent of isobenzofuran yielding exclusively bacteriochlorin (82%), and Ni-porphyrin gives only isobacteriochlorin (99%). All cycloadditions are completely regio- and stereoselective. The regiochemistry is correctly predicted using the ACID method.
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