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Solvate ionic liquids as reaction media for electrocyclic transformations

Eyckens, Daniel J., Champion, Megan E., Fox, Bronwyn L., Yoganantharajah, Prusothman, Gibert, Yann, Welton, Tom and Henderson, Luke C. 2016, Solvate ionic liquids as reaction media for electrocyclic transformations, European journal of organic chemistry, vol. 2016, no. 5, pp. 913-917, doi: 10.1002/ejoc.201501614.

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Title Solvate ionic liquids as reaction media for electrocyclic transformations
Author(s) Eyckens, Daniel J.
Champion, Megan E.
Fox, Bronwyn L.
Yoganantharajah, Prusothman
Gibert, Yann
Welton, Tom
Henderson, Luke C.ORCID iD for Henderson, Luke C. orcid.org/0000-0002-4244-2056
Journal name European journal of organic chemistry
Volume number 2016
Issue number 5
Start page 913
End page 917
Total pages 5
Publisher Wiley
Place of publication London, Eng.
Publication date 2016-02
ISSN 1434-193X
1099-0690
Keyword(s) Science & Technology
Physical Sciences
Chemistry, Organic
Chemistry
Ionic liquids
Lithium
Solvates
Lewis acids
Acceptor number
PERCHLORATE-DIETHYL-ETHER
DIELS-ALDER REACTIONS
LITHIUM PERCHLORATE
LEWIS ACIDITY
CATALYSIS
TEMPERATURE
STABILITY
MIXTURES
SOLVENTS
Summary Solvate ionic liquids (SILs) consisting of lithium bis(trifluoromethylsulfonyl)imide dissolved in tri-or tetraglyme have recently emerged as a novel class of ionic liquids. Herein, the first use of solvate ionic liquids as a replacement for molecular solvents in electrocyclization reactions is reported. The SILs promoted both Diels-Alder and [2+2] cycloaddition reactions, compared to an appropriate molecular solvent, and 5 M lithium perchlorate in diethyl ether. The Gutmann acceptor number (AN) of these solvate ionic liquids has also been determined by 31P NMR spectroscopy to be 26.5, thus being modest Lewis acids.
Language eng
DOI 10.1002/ejoc.201501614
Field of Research 030503 Organic Chemical Synthesis
030601 Catalysis and Mechanisms of Reactions
030504 Organic Green Chemistry
0305 Organic Chemistry
0304 Medicinal And Biomolecular Chemistry
Socio Economic Objective 970103 Expanding Knowledge in the Chemical Sciences
HERDC Research category C1 Refereed article in a scholarly journal
ERA Research output type C Journal article
Copyright notice ©2016, Wiley
Persistent URL http://hdl.handle.net/10536/DRO/DU:30083337

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Created: Mon, 09 May 2016, 09:00:10 EST

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