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Issue 11, 2013
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The “kinetic capture” of an acylium ion from live aluminum chloride promoted Friedel–Crafts acylation reactions

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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

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Publication details

The article was received on 27 Oct 2012, accepted on 23 Jan 2013 and first published on 24 Jan 2013


Article type: Communication
DOI: 10.1039/C3OB27094G
Citation: Org. Biomol. Chem., 2013,11, 1810-1814
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    The “kinetic capture” of an acylium ion from live aluminum chloride promoted Friedel–Crafts acylation reactions

    Z. Huang, L. Jin, H. Han and A. Lei, Org. Biomol. Chem., 2013, 11, 1810
    DOI: 10.1039/C3OB27094G

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