# Green and sustainable catalyst-free synthesis of 2-benzylidene-indan-1,3-dione derivatives using concentrated solar radiation in polyethylene glycol

**Authors:** Milad Ahmadi, Ali Reza Kiasat, Mohammad Sabaeian, Mohammad Reza Dayer

PMC · DOI: 10.1039/d5ra08259e · RSC Advances · 2026-02-05

## TL;DR

This paper presents a green, catalyst-free method to synthesize 2-benzylidene-indan-1,3-dione derivatives using solar energy and a biodegradable solvent.

## Contribution

The study introduces a sustainable, energy-efficient synthesis protocol using concentrated solar radiation and PEG-400 as a recyclable solvent.

## Key findings

- The method achieves good to excellent yields (74–98%) with reduced reaction times and no hazardous reagents.
- Mechanistic studies confirm a non-radical, photo-thermal activation pathway driven by solar radiation and PEG-400's properties.
- Green chemistry metrics show high Atom Economy (85.4%), Carbon Efficiency (100%), and low E-factor (0.55).

## Abstract

The increasing demand for sustainable and environmentally friendly synthetic methodologies has driven the development of catalyst-free and energy-efficient organic transformations. In this study, we report a green and practical protocol for the synthesis of 2-benzylidene-indan-1,3-dione (BZI) derivatives via Knoevenagel condensation of aromatic aldehydes and 1H-indene-1,3(2H)-dione under concentrated solar radiation (CSR), a clean, renewable, and abundant energy source. The reactions were carried out in polyethylene glycol-400 (PEG-400), a biodegradable, non-volatile, and recyclable solvent, under mild, catalyst- and additive-free conditions. The method affords good to excellent isolated yields (74–98%) in significantly reduced reaction times, eliminating the use of hazardous reagents and minimizing waste generation. Mechanistic investigations using 2,2-diphenyl-1-picrylhydrazyl (DPPH) and 2,2,6,6-tetramethylpiperidin-1-yl)oxyl (TEMPO), two well-known radical scavengers, confirmed a non-radical, photo-thermal activation pathway driven by synergistic effects of the UV and IR components of solar radiation and the solvation properties of PEG-400. Green chemistry metrics were calculated for the model reaction, revealing an Atom Economy of 85.4%, Carbon Efficiency of 100%, low E-factor (0.55), and Reaction Mass Efficiency (RME) of 70.3%. This simple, cost-effective, and eco-friendly protocol aligns well with the principles of green chemistry, presenting a scalable alternative for the sustainable synthesis of BZI derivatives under environmentally benign conditions.

The increasing demand for sustainable and environmentally friendly synthetic methodologies has driven the development of catalyst-free and energy-efficient organic transformations.

## Linked entities

- **Chemicals:** 2-benzylidene-indan-1,3-dione (PubChem CID 237822), polyethylene glycol-400 (PubChem CID 174), 2,2-diphenyl-1-picrylhydrazyl (PubChem CID 2735032), 2,2,6,6-tetramethylpiperidin-1-yl)oxyl (PubChem CID 2724126), TEMPO (PubChem CID 2724126)

## Full-text entities

- **Chemicals:** aldehydes (MESH:D000447), 2,2-diphenyl-1-picrylhydrazyl (MESH:C004931), Carbon (MESH:D002244), PEG-400 (MESH:C000595213), polyethylene glycol (MESH:D011092), 2,2,6,6-tetramethylpiperidin-1-yl)oxyl (-), 1H-indene-1,3(2H)-dione (MESH:C001445), TEMPO (MESH:C003959)

## Full text

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## Figures

7 figures with captions in the complete paper: https://tomesphere.com/paper/PMC12875376/full.md

## References

61 references — full list in the complete paper: https://tomesphere.com/paper/PMC12875376/full.md

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Source: https://tomesphere.com/paper/PMC12875376