# Syntheses of Pyrene-4,5-dione and Pyrene-4,5,9,10-tetraone

**Authors:** Omolola Balogun, Besan Khader, Tetyana Ignatova, Aleksandrs Prokofjevs

PMC · DOI: 10.1021/acs.joc.5c01542 · The Journal of Organic Chemistry · 2025-10-04

## TL;DR

This paper presents improved methods for synthesizing two pyrene derivatives on a large scale without needing complex purification.

## Contribution

The study introduces efficient, scalable oxidation methods for pyrene derivatives using specific catalysts and solvents.

## Key findings

- Potassium persulfate and RuO2·nH2O enabled gram-scale synthesis of pyrene-4,5-dione.
- Multigram-scale oxidation of pyrene-4,5-dione to tetraone was achieved without chromatography.
- The biphasic solvent system improved reaction efficiency and product solubility.

## Abstract

Improved gram scale synthesis procedures for the preparation
of
pyrene-4,5-dione and pyrene-4,5,9,10-tetraone are reported. Pyrene-4,5-dione
has been synthesized using potassium persulfate as the oxidant and
RuO2·nH2O as the catalyst
in the biphasic CH2Cl2/H2O solvent
mixture containing K2CO3 as the base. We also
developed several procedures for multigram scale oxidation of pyrene-4,5-dione
to pyrene-4,5,9,10-tetraone, eliminating the need for chromatographic
purification of the poorly soluble tetraone product.

## Linked entities

- **Chemicals:** potassium persulfate (PubChem CID 24412), K2CO3 (PubChem CID 11430), pyrene-4,5-dione (PubChem CID 160814), pyrene-4,5,9,10-tetraone (PubChem CID 11207724), CH2Cl2 (PubChem CID 6344), H2O (PubChem CID 962)

## Full-text entities

- **Chemicals:** Pyrene-4,5,9,10-tetraone (-), potassium persulfate (MESH:C009007), K2CO3 (MESH:C037593), CH2Cl2 (MESH:D008752), H2O (MESH:D014867)

## Full text

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## Figures

3 figures with captions in the complete paper: https://tomesphere.com/paper/PMC12538577/full.md

## References

15 references — full list in the complete paper: https://tomesphere.com/paper/PMC12538577/full.md

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Source: https://tomesphere.com/paper/PMC12538577