# Mechanochemical synthesis of bis-benzoquinonylmethanes promoted by sulfonic acid-functionalized chitosan

**Authors:** Iva Souza de Jesus, Juliana Baptista de Pontes, Daniel Tadeu Gomes Gonzaga, Fernando de Carvalho da Silva, Vitor Francisco Ferreira

PMC · DOI: 10.1039/d6ra00136j · 2026-03-24

## TL;DR

A new eco-friendly method uses chitosan to make bis-benzoquinonylmethanes efficiently without solvents.

## Contribution

A sustainable, solvent-free mechanochemical synthesis using sulfonic acid-functionalized chitosan as a recyclable promoter.

## Key findings

- Sulfonated chitosan enables high-yield synthesis of bis-lawsones under solvent-free conditions.
- The method is broadly tolerant to aryl-substituted aldehydes and is recyclable over multiple cycles.
- The protocol is scalable and maintains efficiency without solvents.

## Abstract

A sustainable mechanochemical method for synthesizing functionalized bis-lawsones from 2-hydroxynaphthalene-1,4-dione and aldehydes under solvent-free conditions is described. Sulfonated chitosan acts as both a biodegradable grinding auxiliary and a solid acid promoter, enabling high yields, broad tolerance to aryl-substituted aldehydes, and recyclability over multiple cycles with minimal loss of activity. The protocol is readily scalable without compromising efficiency.

Mechanochemical synthesis of bis-benzoquinonylmethanes using a recyclable sulfonic acid-functionalized chitosan as a promoter under solvent-free conditions, affording high yields with broad substrate scope and a sustainable, scalable protocol..

## Linked entities

- **Chemicals:** 2-hydroxynaphthalene-1,4-dione (PubChem CID 6755), aldehydes (PubChem CID 6449839)

## Full-text entities

- **Chemicals:** 2-hydroxynaphthalene-1,4-dione (-), aldehydes (MESH:D000447), sulfonic acid (MESH:D013451), Sulfonated (MESH:D000476), chitosan (MESH:D048271)

## Figures

13 figures with captions in the complete paper: https://tomesphere.com/paper/PMC13010341/full.md

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Source: https://tomesphere.com/paper/PMC13010341