Supported and liquid phase task specific ionic liquids for base catalysed Knoevenagel reactions

C. Paun; J. Barklie; P. Goodrich; H. Q N Gunaratne; A. McKeown; V. I. Pârvulescu; C. Hardacre

doi:10.1016/j.molcata.2007.01.002

Supported and liquid phase task specific ionic liquids for base catalysed Knoevenagel reactions

C. Paun, J. Barklie, P. Goodrich, H. Q N Gunaratne, A. McKeown, V. I. Pârvulescu, C. Hardacre^*

^*Corresponding author for this work

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

Abstract

A series of Hünig's base tethered ammonium ionic liquids have been used to catalyse the Knoevenagel condensation of aldehydes/ketones with malononitrile and ethyl cyanoacetate. The reactions were performed under homogeneous and under biphasic, liquid-liquid and liquid-silica supported ionic liquid, conditions with the biphasic systems employing cyclohexene as the second phase. By increasing the distance between the ammonium head group and Hünig's base the activity of the catalyst was found to increase. Higher activity, in general, was found under homogeneous reaction conditions; however, the recyclability of the catalyst was improved by supporting the BIL under biphasic conditions.

Original language	English
Pages (from-to)	64-71
Number of pages	8
Journal	Journal of Molecular Catalysis A: Chemical
Volume	269
Issue number	1-2
DOIs	https://doi.org/10.1016/j.molcata.2007.01.002
Publication status	Published - 18 May 2007

Keywords

Basic
Ionic liquids
Knoevenagel
Supported
Task specific

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10.1016/j.molcata.2007.01.002

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title = "Supported and liquid phase task specific ionic liquids for base catalysed Knoevenagel reactions",

abstract = "A series of H{\"u}nig's base tethered ammonium ionic liquids have been used to catalyse the Knoevenagel condensation of aldehydes/ketones with malononitrile and ethyl cyanoacetate. The reactions were performed under homogeneous and under biphasic, liquid-liquid and liquid-silica supported ionic liquid, conditions with the biphasic systems employing cyclohexene as the second phase. By increasing the distance between the ammonium head group and H{\"u}nig's base the activity of the catalyst was found to increase. Higher activity, in general, was found under homogeneous reaction conditions; however, the recyclability of the catalyst was improved by supporting the BIL under biphasic conditions.",

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T1 - Supported and liquid phase task specific ionic liquids for base catalysed Knoevenagel reactions

AU - Paun, C.

AU - Barklie, J.

AU - Goodrich, P.

AU - Gunaratne, H. Q N

AU - McKeown, A.

AU - Pârvulescu, V. I.

AU - Hardacre, C.

PY - 2007/5/18

Y1 - 2007/5/18

N2 - A series of Hünig's base tethered ammonium ionic liquids have been used to catalyse the Knoevenagel condensation of aldehydes/ketones with malononitrile and ethyl cyanoacetate. The reactions were performed under homogeneous and under biphasic, liquid-liquid and liquid-silica supported ionic liquid, conditions with the biphasic systems employing cyclohexene as the second phase. By increasing the distance between the ammonium head group and Hünig's base the activity of the catalyst was found to increase. Higher activity, in general, was found under homogeneous reaction conditions; however, the recyclability of the catalyst was improved by supporting the BIL under biphasic conditions.

AB - A series of Hünig's base tethered ammonium ionic liquids have been used to catalyse the Knoevenagel condensation of aldehydes/ketones with malononitrile and ethyl cyanoacetate. The reactions were performed under homogeneous and under biphasic, liquid-liquid and liquid-silica supported ionic liquid, conditions with the biphasic systems employing cyclohexene as the second phase. By increasing the distance between the ammonium head group and Hünig's base the activity of the catalyst was found to increase. Higher activity, in general, was found under homogeneous reaction conditions; however, the recyclability of the catalyst was improved by supporting the BIL under biphasic conditions.

KW - Basic

KW - Ionic liquids

KW - Knoevenagel

KW - Supported

KW - Task specific

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DO - 10.1016/j.molcata.2007.01.002

M3 - Article

AN - SCOPUS:33947721272

SN - 1381-1169

VL - 269

SP - 64

EP - 71

JO - Journal of Molecular Catalysis A: Chemical

JF - Journal of Molecular Catalysis A: Chemical

IS - 1-2

ER -

Supported and liquid phase task specific ionic liquids for base catalysed Knoevenagel reactions

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Keywords

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