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Issue 2, 2002
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Friedel–Crafts acylation reactions using metal triflates in ionic liquid

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Abstract

Aromatic electrophilic substitution reactions such as benzoylation and acetylation catalysed by metal triflates have been conducted in an ionic liquid, [bmim][BF4] (bmim = 1-butyl-3-methylimidazolium). Cu(OTf)2 (OTf = trifluoromethanesulfonate) was found to be the most efficient catalyst used, affording quantitative conversion of benzoyl chloride and anisole to methoxybenzophenone within 1 h and with an ortho/para product ratio (o/p) of 4/96. The same reaction performed in the molecular solvents CH3CN and CH2ClCH2Cl gave lower 1 h conversions of 64 and 73%, respectively, and a reduced o/p regioselectivity of 7/93 in both cases. The scope and limitations of the reaction and recyclability of the ionic liquid/catalyst system are presented.

Graphical abstract: Friedel–Crafts acylation reactions using metal triflates in ionic liquid

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Publication details

The article was received on 29 Oct 2001 and first published on 25 Feb 2002


Article type: Paper
DOI: 10.1039/B109847K
Citation: Green Chem., 2002,4, 129-133

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    Friedel–Crafts acylation reactions using metal triflates in ionic liquid

    J. Ross and J. Xiao, Green Chem., 2002, 4, 129
    DOI: 10.1039/B109847K

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