Porphene and porphite as porphyrin analogs of graphene and graphite

Thomas F. Magnera, Paul I. Dron, Jared P. Bozzone, Milena Jovanovic, Igor Rončević, Edward Tortorici, Wei Bu, Elisa M. Miller, Charles T. Rogers and Josef Michl ()
Additional contact information
Thomas F. Magnera: University of Colorado
Paul I. Dron: University of Colorado
Jared P. Bozzone: University of Colorado
Milena Jovanovic: University of Colorado
Igor Rončević: Czech Academy of Sciences
Edward Tortorici: University of Colorado
Wei Bu: University of Chicago
Elisa M. Miller: National Renewable Energy Laboratory
Charles T. Rogers: University of Colorado
Josef Michl: University of Colorado

Nature Communications, 2023, vol. 14, issue 1, 1-13

Abstract: Abstract Two-dimensional materials have unusual properties and promise applications in nanoelectronics, spintronics, photonics, (electro)catalysis, separations, and elsewhere. Most are inorganic and their properties are difficult to tune. Here we report the preparation of Zn porphene, a member of the previously only hypothetical organic metalloporphene family. Similar to graphene, these also are fully conjugated two-dimensional polymers, but are composed of fused metalloporphyrin rings. Zn porphene is synthesized on water surface by two-dimensional oxidative polymerization of a Langmuir layer of Zn porphyrin with K2IrCl6, reminiscent of known one-dimensional polymerization of pyrroles. It is transferable to other substrates and bridges μm-sized pits. Contrary to previous theoretical predictions of metallic conductivity, it is a p-type semiconductor due to a predicted Peierls distortion of its unit cell from square to rectangular, analogous to the appearance of bond-length alternation in antiaromatic molecules. The observed reversible insertion of various metal ions, possibly carrying a fifth or sixth ligand, promises tunability and even patterning of circuits on an atomic canvas without removing any π centers from conjugation.

Date: 2023
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DOI: 10.1038/s41467-023-41461-w

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