Issue 2, 2002

Friedel–Crafts acylation reactions using metal triflates in ionic liquid

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

Article information

Article type
Paper
Submitted
29 Oct 2001
First published
25 Feb 2002

Green Chem., 2002,4, 129-133

Friedel–Crafts acylation reactions using metal triflates in ionic liquid

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

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements