Part 10: chemically triggered alkoxyamine C-ON bond homolysis in ionic liquid solvents

The homolysis of the C-ON bond of three alkoxyamines - the non-activated alkoxyamine 1 , its N -methylated version 2 and its N -oxidated version 3 - is investigated in several ionic liquids. These three alkoxyamines were selected as their homolysis is prone to sharp solvent effects. EPR studies on t...

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Bibliographic Details
Published in:RSC advances 2015-01, Vol.5 (93), p.7666-76665
Main Authors: Audran, Gerard, Ibanou, Matisse Batsiandzy, Brémond, Paul, Joly, Jean-Patrick, Marque, Sylvain R. A
Format: Article
Language:English
Subjects:
Bonding
Chemical Sciences
Correlation
Ionic liquids
Polarity
Solvent effect
Solvents
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Summary:The homolysis of the C-ON bond of three alkoxyamines - the non-activated alkoxyamine 1 , its N -methylated version 2 and its N -oxidated version 3 - is investigated in several ionic liquids. These three alkoxyamines were selected as their homolysis is prone to sharp solvent effects. EPR studies on these alkoxyamines in four ionic liquids (IL) afforded results that were similar to those previously published ( Polymer. Chem. , 2012, 3, 2901; J. Org. Chem. , 2012, 77, 9634). Indeed, the correlations between Reichardt solvent polarity constants E N T and log  k d , and those based on the Kalmet-Abboud-Taft relationship did not change significantly when ILs were implemented. The homolysis of the C-ON bond of three alkoxyamines - the non-activated alkoxyamine 1 , its N -methylated version 2 and its N -oxidated version 3 - is investigated in several ionic liquids.
ISSN:2046-2069
2046-2069
DOI:10.1039/c5ra13899j