Abstract
We directly observe the interaction between 1-butyl-3-methylimidazolium (bmim) or 1-butyl-2,3-dimethylimidazolium (bm(2)im) and the solute, ethyl acrylate (EA), which is the popular dienophile in the Diels-Alder reaction and an H-bonding acceptor, by using specially designed electrospray mass spectrometry. In imidazolium ionic liquids, cation-anion interactions are controlled by selecting the appropriate anion, and the naked C(2)-H of imidazolium, which loosely interacts with its counterion, can readily interact with an H-bonding acceptable solute. The ion-counterion (solvent-solvent) interaction affects the ion-solute (solvent-solute) interaction. This relation is one of the key criteria for selecting the cation-anion combination in tailoring ILs.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Acrylates / chemistry*
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Camphor / analogs & derivatives*
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Camphor / chemistry
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Hydrogen Bonding
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Imidazoles / chemistry*
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Imidazolines / chemistry*
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Ionic Liquids / chemistry*
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Magnetic Resonance Spectroscopy / instrumentation
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Magnetic Resonance Spectroscopy / methods
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Molecular Structure
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Solubility
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Solvents / chemistry
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Spectrometry, Mass, Electrospray Ionization / instrumentation
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Spectrometry, Mass, Electrospray Ionization / methods
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Spectroscopy, Fourier Transform Infrared / instrumentation
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Spectroscopy, Fourier Transform Infrared / methods
Substances
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1-butyl-2,3-dimethylimidazolium
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1-butyl-3-methylimidazolium
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Acrylates
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Imidazoles
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Imidazolines
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Ionic Liquids
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Solvents
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ethyl acrylate
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Camphor
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10-camphorsulfonic acid