The “kinetic capture” of an acylium ion from live aluminum chloride promoted Friedel–Crafts acylation reactions?

Organic & Biomolecular Chemistry Pub Date: 2013-01-24 DOI: 10.1039/C3OB27094G

Abstract

AlCl3 promoted Friedel–Crafts acylation between 4-tert-butylbenzoyl chloride and mesitylene was investigated. The donor–acceptor complex was observed as the major species. Kinetic investigation demonstrated that the reaction was first-order on the donor–acceptor complex and zero-order on ArH, suggesting that the donor–acceptor complex was not the true reactive species. However, the acylium ion was almost invisible with a fairly low concentration under live reaction conditions. It was approved as the true reactive species through kinetic data (“kinetic capture”) in the AlCl3 promoted Friedel–Crafts acylation reaction.

Graphical abstract: The “kinetic capture” of an acylium ion from live aluminum chloride promoted Friedel–Crafts acylation reactions
Recommended Literature