Acylation of sulfonamines using silica grafted 1-butyl-3-(3-triethoxysilylpropyl)-4,5-dihydroimidazolium ionic liquids as catalysts

C. Paun; C. Stere; V. I. Parvulescu; P. Goodrich; C. Hardacre

doi:10.1016/j.cattod.2007.10.028

Acylation of sulfonamines using silica grafted 1-butyl-3-(3-triethoxysilylpropyl)-4,5-dihydroimidazolium ionic liquids as catalysts

C. Paun, C. Stere, V. I. Parvulescu^*, P. Goodrich, C. Hardacre

^*Corresponding author for this work

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

Abstract

Heterogeneous immobilized ionic liquid catalysts were prepared via grafting of 1,3-dimethyl-3-(3-triethoxysilylpropyl)-imidazolium tetrafluoroborate or bis{(trifluoromethyl)sulfonyl} imide ([NTf₂]^-) on silica supports with different surfaces and pore size. In addition to the adsorption-desorption isotherms of nitrogen at -196 °C, the catalysts were characterized by TG-DTA, XPS, DRIFTS, DR-UV-vis, NMR, and XRD techniques. The catalytic behavior was checked in the acylation of three different sulfonamines: benzenesulfonamine, p-nitrobenzenesulfonamine, and p-methoxybenzene-sulfonamine with acetic acid, acetic anhydride and maleic anhydride. These tests confirmed the acid Lewis properties of these catalysts.

Original language	English
Pages (from-to)	98-103
Number of pages	6
Journal	Catalysis Today
Volume	131
Issue number	1-4
DOIs	https://doi.org/10.1016/j.cattod.2007.10.028
Publication status	Published - 29 Feb 2008

Keywords

Acylation of sulfonamines
Immobilized ionic liquid catalysts
Silica support

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10.1016/j.cattod.2007.10.028

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title = "Acylation of sulfonamines using silica grafted 1-butyl-3-(3-triethoxysilylpropyl)-4,5-dihydroimidazolium ionic liquids as catalysts",

abstract = "Heterogeneous immobilized ionic liquid catalysts were prepared via grafting of 1,3-dimethyl-3-(3-triethoxysilylpropyl)-imidazolium tetrafluoroborate or bis{(trifluoromethyl)sulfonyl} imide ([NTf2]-) on silica supports with different surfaces and pore size. In addition to the adsorption-desorption isotherms of nitrogen at -196 °C, the catalysts were characterized by TG-DTA, XPS, DRIFTS, DR-UV-vis, NMR, and XRD techniques. The catalytic behavior was checked in the acylation of three different sulfonamines: benzenesulfonamine, p-nitrobenzenesulfonamine, and p-methoxybenzene-sulfonamine with acetic acid, acetic anhydride and maleic anhydride. These tests confirmed the acid Lewis properties of these catalysts.",

keywords = "Acylation of sulfonamines, Immobilized ionic liquid catalysts, Silica support",

author = "C. Paun and C. Stere and Parvulescu, {V. I.} and P. Goodrich and C. Hardacre",

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T1 - Acylation of sulfonamines using silica grafted 1-butyl-3-(3-triethoxysilylpropyl)-4,5-dihydroimidazolium ionic liquids as catalysts

AU - Paun, C.

AU - Stere, C.

AU - Parvulescu, V. I.

AU - Goodrich, P.

AU - Hardacre, C.

PY - 2008/2/29

Y1 - 2008/2/29

N2 - Heterogeneous immobilized ionic liquid catalysts were prepared via grafting of 1,3-dimethyl-3-(3-triethoxysilylpropyl)-imidazolium tetrafluoroborate or bis{(trifluoromethyl)sulfonyl} imide ([NTf2]-) on silica supports with different surfaces and pore size. In addition to the adsorption-desorption isotherms of nitrogen at -196 °C, the catalysts were characterized by TG-DTA, XPS, DRIFTS, DR-UV-vis, NMR, and XRD techniques. The catalytic behavior was checked in the acylation of three different sulfonamines: benzenesulfonamine, p-nitrobenzenesulfonamine, and p-methoxybenzene-sulfonamine with acetic acid, acetic anhydride and maleic anhydride. These tests confirmed the acid Lewis properties of these catalysts.

AB - Heterogeneous immobilized ionic liquid catalysts were prepared via grafting of 1,3-dimethyl-3-(3-triethoxysilylpropyl)-imidazolium tetrafluoroborate or bis{(trifluoromethyl)sulfonyl} imide ([NTf2]-) on silica supports with different surfaces and pore size. In addition to the adsorption-desorption isotherms of nitrogen at -196 °C, the catalysts were characterized by TG-DTA, XPS, DRIFTS, DR-UV-vis, NMR, and XRD techniques. The catalytic behavior was checked in the acylation of three different sulfonamines: benzenesulfonamine, p-nitrobenzenesulfonamine, and p-methoxybenzene-sulfonamine with acetic acid, acetic anhydride and maleic anhydride. These tests confirmed the acid Lewis properties of these catalysts.

KW - Acylation of sulfonamines

KW - Immobilized ionic liquid catalysts

KW - Silica support

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U2 - 10.1016/j.cattod.2007.10.028

DO - 10.1016/j.cattod.2007.10.028

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SN - 0920-5861

VL - 131

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Acylation of sulfonamines using silica grafted 1-butyl-3-(3-triethoxysilylpropyl)-4,5-dihydroimidazolium ionic liquids as catalysts

Abstract

Keywords

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