Journal
AUSTRALIAN JOURNAL OF CHEMISTRY
Volume 68, Issue 6, Pages 849-857Publisher
CSIRO PUBLISHING
DOI: 10.1071/CH14499
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Funding
- ARC Centre of Excellence for Free Radical Chemistry and Biotechnology
- Natural Science and Engineering Research Council of Canada (NSERC-DG)
- Spanish Ministerio de Economia y Competitividad [CTQ2013-41514-P]
- Canada Foundation for Innovation (CFI)
- Atlantic Canada Opportunities Agency (ACOA)
- province of Newfoundland and Labrador
- province of Nova Scotia
- province of New Brunswick
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Several ionic liquids (ILs) were prepared in order to study the susceptibility of various cores and substituents to biodegradability using the CO2 headspace' test (ISO 14593). Several of the ILs contained tertiary amine substituents and were tested as solvents and reagents for several base mediated processes including Suzuki-Miyaura, Sonogashira, Knoevenagel, and Morita-Baylis-Hilman reactions. It was found that although these ILs contain basic functionality, they do not promote base mediated reactions. Density functional theory molecular calculations confirmed that the protonation of these ILs is energetically unfavourable.
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