# Panchromatic PAH‐Porphyrin Hybrids with a Step‐Wise Increasing π‐System

**Authors:** Christoph Oleszak, Christian L. Ritterhoff, Bernd Meyer, Norbert Jux

PMC · DOI: 10.1002/open.202400481 · ChemistryOpen · 2025-02-11

## TL;DR

Scientists created new porphyrin hybrids with increasing π-systems, showing unique optical and electronic properties.

## Contribution

A modular synthesis method for β-meso-fused porphyrins with step-wise increasing π-systems is introduced.

## Key findings

- The conjugates show bathochromically shifted and flattened absorption curves.
- DFT calculations reveal small HOMO-LUMO gaps in the hybrids.
- A five-membered ring between porphyrin and aromatic fragment influences electronic structure.

## Abstract

The rational synthesis of three β‐meso‐fused porphyrins with a step‐wise increasing π‐system size is presented. The synthetic route, which introduces a five‐membered ring between the macrocycle and an aromatic fragment, is modular in its nature and proceeds straightforwardly. The well‐soluble conjugates have intriguing optical properties, namely bathochromically shifted and flattened absorption curves. Density functional theory (DFT) calculations provide insights into the electronic structure and transitions, unveiling small HOMO‐LUMO gaps.

The synthesis of three, step‐wise in size increasing, β‐meso‐fused porphyrin conjugates is presented. The molecules exhibit exotic absorption and electronic features, originating from the five‐ring created between the porphyrin and an aromatic hydrocarbon fragment.

## Full-text entities

- **Genes:** PAH (phenylalanine hydroxylase) [NCBI Gene 5053] {aka PH, PKU, PKU1}
- **Chemicals:** porphyrins (MESH:D011166)

## Full text

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## Figures

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## References

50 references — full list in the complete paper: https://tomesphere.com/paper/PMC11891458/full.md

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Source: https://tomesphere.com/paper/PMC11891458