Abstract

The effect of microwave irradiation on the intermolecular and intramolecular Friedel-Crafts acylation of aromatic compounds was investigated. Microwave irradiation had no effect on the intermolecular reaction but had an accelerating effect on the intramolecular reaction. This enhanced intramolecular reactivity that was attributed to the high probability of close proximity between the reaction sites.

Highlights

  • The Friedel-Crafts acylation of an aromatic compound introduces an acyl group into the aromatic ring to form a new carbon-carbon bond [1] [2] [3]

  • We investigated the effect of microwave irradiation on the acylation of naphthalenes

  • The microwave irradiation and temperature measurements were performed in a manner similar to that described for the intermolecular reactions

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Summary

Introduction

The Friedel-Crafts acylation of an aromatic compound introduces an acyl group into the aromatic ring to form a new carbon-carbon bond [1] [2] [3]. Many studies have examined the reaction accelerating effect of microwave irradiation [4]. Microwaves, which have lower energy than ultraviolet and infrared light, do not directly affect the electronic state of bonding. Under microwave irradiation, reactions can be accelerated because microwaves act directly on polar substances to provide rapid heating. The organic synthesis by microwave irradiation is characterized in that the reaction proceeds at a very high rate and in a high yield. We investigated the effect of microwave irradiation on the acylation of naphthalenes. The rate constants were compared for reactions performed under microwave irradiation conditions and under conventional heating conditions. The effect of microwave irradiation on the intramolecular Friedel-Crafts cyclization of benzene derivatives was examined

Substrates
Friedel-Crafts Reaction
Results and Discussion
Intermolecular Friedel-Crafts Reaction
Intramolecular Friedel-Crafts Reaction
The Comparison between Intermolecular and Intramolecular Reactions
Conclusion
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