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Updated: Jul 13, 2025

Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
Published on: June 10, 2021
Plasmon enabled Claisen rearrangement with sunlight
Radha Krishna Kashyap1, Shreya Tyagi1, Pramod P Pillai1
1Department of Chemistry, Indian Institute of Science Education and Research (IISER) Pune, Dr. Homi Bhabha Road, Pashan, Pune-411 008, India. pramod.pillai@iiserpune.ac.in.
Solar-irradiated gold nanoparticles generate plasmonic-heat for the Claisen rearrangement. This sustainable method avoids hot-charge carrier interference, demonstrating plasmonic-heat
Area of Science:
- Nanotechnology
- Organic Chemistry
- Photochemistry
Background:
- The Claisen rearrangement typically requires high temperatures (250 °C) using conventional electrical heating.
- Plasmonic heating offers a potential alternative energy source for chemical transformations.
- Understanding the specific role of plasmonic-heat, separate from other photothermal effects, is crucial.
Purpose of the Study:
- To investigate the use of solar-generated plasmonic-heat from gold nanoparticles as the sole energy source for the Claisen rearrangement.
- To demonstrate the efficacy of a closed reactor system in isolating reactants from direct nanoparticle interaction.
- To showcase plasmonic nanostructures for energy-intensive organic synthesis.
Main Methods:
- Utilized gold nanoparticles (AuNPs) to generate plasmonic-heat upon solar irradiation.
- Employed a closed reactor to physically separate allyl phenyl ether from the AuNPs.
- Conducted the Claisen rearrangement reaction, converting allyl phenyl ether to 2-allylphenol.
Main Results:
- Successfully achieved the Claisen rearrangement using only plasmonic-heat generated from solar-irradiated gold nanoparticles.
- The closed reactor design effectively prevented interference from hot-charge carriers, isolating the plasmonic-heat effect.
- This demonstrates a high-temperature organic transformation driven solely by plasmonic-heat.
Conclusions:
- Plasmonic nanostructures can serve as efficient, localized heat sources for demanding organic reactions.
- Solar-driven plasmonic heating presents a sustainable alternative to conventional heating methods.
- This approach holds promise for energy-efficient chemical synthesis.
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