10-Heterocorroles: Ring-Contracted Porphyrinoids with Fine-Tuned Aromatic and Metal-Binding Properties


  • We gratefully acknowledge support for this work by the Deutsche Forschungsgemeinschaft (DFG).


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A homologous series of ring-contracted corrinoids, the 10-heterocorroles H2(XCor), is now available as the free-base ligand set. While the higher homologues, 10-thia- and 10-selenacorrole, show a porphyrin-like spectroscopic behavior, 10-oxacorrole displays lower aromatic character and has the smallest N4 cavity of all free-base porphyrinoids synthesized so far, smaller even than those of corrole and porphycene ligands (see picture).