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Quinine based ionic liquids: A tonic for base instability

Quinine based ionic liquids: A tonic for base instability
Quinine based ionic liquids: A tonic for base instability

Six basic ionic liquids were synthesised from the natural molecule quinine, including one room temperature ionic liquid. The thermal properties were studied and the basicity analysed by Hammett measurements. The properties are discussed in relation to the crystal structure of one of the salts, [C4Qn][NTf2] (2c) and electron density models generated using Spartan. The ionic liquids were shown to catalyse the Knoevenagel condensation of Malononitrile and Benzaldehyde.

Base catalysis, Base stable ionic liquids, Basic ionic liquids, Chiral ionic liquids, Fluorescent ionic liquids, Knoevenagel condensation, Quinine
0167-7322
McNeice, Peter
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Vallana, Federico M.F.
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Coles, Simon J.
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Horton, Peter N.
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Marr, Patricia C.
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Seddon, Kenneth R.
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Marr, Andrew C.
de50d3e6-48ab-46aa-90ca-0278b30c4137
McNeice, Peter
5a75b2ca-2584-4e57-abe0-ec8e76515354
Vallana, Federico M.F.
9e21ddcc-eed2-44b1-8bd9-4e490149447d
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Horton, Peter N.
154c8930-bfc3-495b-ad4a-8a278d5da3a5
Marr, Patricia C.
c3c40b71-492b-4844-a0cf-805dd0eda4f4
Seddon, Kenneth R.
e98960ed-f70f-4d2b-bd5a-1690fe6c7f95
Marr, Andrew C.
de50d3e6-48ab-46aa-90ca-0278b30c4137

McNeice, Peter, Vallana, Federico M.F., Coles, Simon J., Horton, Peter N., Marr, Patricia C., Seddon, Kenneth R. and Marr, Andrew C. (2019) Quinine based ionic liquids: A tonic for base instability. Journal of Molecular Liquids, [111773]. (doi:10.1016/j.molliq.2019.111773).

Record type: Article

Abstract

Six basic ionic liquids were synthesised from the natural molecule quinine, including one room temperature ionic liquid. The thermal properties were studied and the basicity analysed by Hammett measurements. The properties are discussed in relation to the crystal structure of one of the salts, [C4Qn][NTf2] (2c) and electron density models generated using Spartan. The ionic liquids were shown to catalyse the Knoevenagel condensation of Malononitrile and Benzaldehyde.

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2019_JMolLiq Quinine ILs_Manu_author - Accepted Manuscript
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More information

Accepted/In Press date: 18 September 2019
e-pub ahead of print date: 14 October 2019
Keywords: Base catalysis, Base stable ionic liquids, Basic ionic liquids, Chiral ionic liquids, Fluorescent ionic liquids, Knoevenagel condensation, Quinine

Identifiers

Local EPrints ID: 436888
URI: http://eprints.soton.ac.uk/id/eprint/436888
ISSN: 0167-7322
PURE UUID: ad693313-442b-40a5-93a4-8962f02ea517
ORCID for Simon J. Coles: ORCID iD orcid.org/0000-0001-8414-9272
ORCID for Peter N. Horton: ORCID iD orcid.org/0000-0001-8886-2016

Catalogue record

Date deposited: 13 Jan 2020 17:32
Last modified: 26 Nov 2021 05:03

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Contributors

Author: Peter McNeice
Author: Federico M.F. Vallana
Author: Simon J. Coles ORCID iD
Author: Peter N. Horton ORCID iD
Author: Patricia C. Marr
Author: Kenneth R. Seddon
Author: Andrew C. Marr

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