Kinetic study of the metal triflate catalyzed benzoylation of anisole in an ionic liquid

Peter Goodrich; Christopher Hardacre; Hasan Mehdi; Paul Nancarrow; David W. Rooney; Jillian M. Thompson

doi:10.1021/ie0602714

Kinetic study of the metal triflate catalyzed benzoylation of anisole in an ionic liquid

Peter Goodrich
, Christopher Hardacre
, Hasan Mehdi
, Paul Nancarrow
, David W. Rooney^*
, Jillian M. Thompson

^*Corresponding author for this work

Queen's University Belfast
Eotvos Lorand Tudomanyegyetem

Research output: Contribution to journal › Article › peer-review

Abstract

The Friedel-Crafts benzoylation of anisole with benzoic anhydride to yield 4-methoxybenzophenone has been performed in a range of ionic liquids, using homogeneous metal triflate catalysts. Of these, indium, scandium, and aluminum triflate were chosen to develop a kinetic model. A complex exchange of ligands between the metal salt, the benzoic anhydride, and the ionic liquids results in the formation of a free acid catalyst. This acid is shown to reversibly deactivated by complexation with the product; the equilibrium constant for this has been measured, and a rate equation has been developed and successfully tested.

Original language	English
Pages (from-to)	6640-6647
Number of pages	8
Journal	Ind.Eng.Chem.Res.
Volume	45
Issue number	20
DOIs	https://doi.org/10.1021/ie0602714
Publication status	Published - 27 Sept 2006

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10.1021/ie0602714

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title = "Kinetic study of the metal triflate catalyzed benzoylation of anisole in an ionic liquid",

abstract = "The Friedel-Crafts benzoylation of anisole with benzoic anhydride to yield 4-methoxybenzophenone has been performed in a range of ionic liquids, using homogeneous metal triflate catalysts. Of these, indium, scandium, and aluminum triflate were chosen to develop a kinetic model. A complex exchange of ligands between the metal salt, the benzoic anhydride, and the ionic liquids results in the formation of a free acid catalyst. This acid is shown to reversibly deactivated by complexation with the product; the equilibrium constant for this has been measured, and a rate equation has been developed and successfully tested.",

author = "Peter Goodrich and Christopher Hardacre and Hasan Mehdi and Paul Nancarrow and Rooney, \{David W.\} and Thompson, \{Jillian M.\}",

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AU - Goodrich, Peter

AU - Hardacre, Christopher

AU - Mehdi, Hasan

AU - Nancarrow, Paul

AU - Rooney, David W.

AU - Thompson, Jillian M.

PY - 2006/9/27

Y1 - 2006/9/27

N2 - The Friedel-Crafts benzoylation of anisole with benzoic anhydride to yield 4-methoxybenzophenone has been performed in a range of ionic liquids, using homogeneous metal triflate catalysts. Of these, indium, scandium, and aluminum triflate were chosen to develop a kinetic model. A complex exchange of ligands between the metal salt, the benzoic anhydride, and the ionic liquids results in the formation of a free acid catalyst. This acid is shown to reversibly deactivated by complexation with the product; the equilibrium constant for this has been measured, and a rate equation has been developed and successfully tested.

AB - The Friedel-Crafts benzoylation of anisole with benzoic anhydride to yield 4-methoxybenzophenone has been performed in a range of ionic liquids, using homogeneous metal triflate catalysts. Of these, indium, scandium, and aluminum triflate were chosen to develop a kinetic model. A complex exchange of ligands between the metal salt, the benzoic anhydride, and the ionic liquids results in the formation of a free acid catalyst. This acid is shown to reversibly deactivated by complexation with the product; the equilibrium constant for this has been measured, and a rate equation has been developed and successfully tested.

UR - https://www.scopus.com/pages/publications/33749866364

U2 - 10.1021/ie0602714

DO - 10.1021/ie0602714

M3 - Article

AN - SCOPUS:33749866364

SN - 0888-5885

VL - 45

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JO - Ind.Eng.Chem.Res.

JF - Ind.Eng.Chem.Res.

IS - 20

ER -

Kinetic study of the metal triflate catalyzed benzoylation of anisole in an ionic liquid

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