Solvate ionic liquids as reaction media for electrocyclic transformations
File(s)Manuscript- revised.docx (500.4 KB)
Accepted version
Author(s)
Type
Journal Article
Abstract
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.
Date Issued
2016-01-25
Date Acceptance
2015-12-28
Citation
European Journal of Organic Chemistry, 2016, 2016 (5), pp.913-917
ISSN
1434-193X
Publisher
Wiley-VCH Verlag
Start Page
913
End Page
917
Journal / Book Title
European Journal of Organic Chemistry
Volume
2016
Issue
5
Copyright Statement
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. This is the accepted version of the following article, which has been published in final form at http://onlinelibrary.wiley.com/doi/10.1002/ejoc.201501614/abstract
Identifier
http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=WOS:000370337700009&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=1ba7043ffcc86c417c072aa74d649202
Subjects
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
Organic Chemistry
0305 Organic Chemistry
0304 Medicinal And Biomolecular Chemistry
Publication Status
Published