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Reactions on a Solid Surface. A Simple, Economical and Efficient Friedel-Crafts Acylation Reaction over Zinc Oxide (ZnO) as a New Catalyst

Mona Hosseini Sarvari and Hashem Sharghi*

*Department of Chemistry, Faculty of Science, Shiraz University, Shiraz 71454, I.R. Iran, Email: shashemchem.susc.ac.ir

M. H. Sarvari, H. Sharghi, J. Org. Chem., 2004, 69, 6953-6956.

DOI: 10.1021/jo0494477


Abstract

Zinc oxide (ZnO) catalyzes a rapid Friedel-Crafts acylation of various aromatic compounds with acid chlorides in solvent-free conditions at room temperature. The ZnO powder can be reused up to three times after simple washing with dichloromethane.

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Details

The document discusses a novel, efficient, and economical method for Friedel-Crafts acylation reactions using zinc oxide (ZnO) as a catalyst. Conducted by Mona Hosseini Sarvari and Hashem Sharghi from Shiraz University, the study highlights the advantages of using ZnO for acylation of both activated and unactivated aromatic compounds under solvent-free conditions at room temperature. The ZnO catalyst is reusable up to three times with minimal loss in activity, making it environmentally friendly and cost-effective. The reactions are rapid, typically completing within 5-10 minutes, and yield high purity products without the need for chromatographic purification. The study compares ZnO with other catalysts and solvents, demonstrating its superior performance. The method avoids the use of added acids and bases, aqueous workup, and chromatographic purification, making it suitable for large-scale applications. The research emphasizes the potential of ZnO in promoting clean, high-yielding acylation reactions, contributing to the growing field of surface synthetic organic chemistry. The findings are supported by experimental data and comparisons with other protocols, underscoring the efficiency and practicality of ZnO as a catalyst for Friedel-Crafts acylation.


Key Words

Friedel-Crafts acylation


ID: J42-Y2004-1220