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Synthesis of peripherally annulated phenanthroporphyrins

Synthesis of peripherally annulated phenanthroporphyrins
Unusual phenanthrene-fused porphyrins were successfully synthesized via thermal conversion of precursor porphyrin, followed by intramolecular Scholl reaction. Credit: Ehime University

Prof. Okujima, in collaboration with Prof. Kobayashi at Shinshu University, have reported the synthesis, molecular structure, optical properties and electronic structure of unusual phenanthrene-fused porphyrins in Organic Letters.

Precursor porphyrins fused with aryl-substituted bicyclo[2.2.2]octadiene afforded the corresponding arylbenzoporphyrins (arylBPs) by retro Diels–Alder reaction. Unusual phenanthroporphyrins were obtained via the intramolecular Scholl reaction of arylBPs.

The researchers analyzed the optical and electronic structures using magnetic circular dichroism spectroscopy and time-dependent density functional theory calculations.

More information: Kota Muramatsu et al, Synthesis of Peripherally Annulated Phenanthroporphyrins, Organic Letters (2023).

Journal information: Organic Letters

Provided by Ehime University

Citation: Synthesis of peripherally annulated phenanthroporphyrins (2023, June 27) retrieved 18 August 2025 from /news/2023-06-synthesis-peripherally-annulated-phenanthroporphyrins.html
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