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- W2021133964 abstract "Possible isomerisation of 1,2,3-trialkylimidazolium and 1-alkylpyridinium ion pairs by proton transfer and by the nucleophilic addition of the anion to the cation have been investigated at the B3LYP/6-31+G* and B3LYP/6-311+G** levels of density functional theory. The deprotonation energies of 1,2,3-trialkylimidazolium and 1-alkylpyridinium cations to diaza-pentafulvene and pyridinium-ylide, respectively, were only slightly larger than that of 1,3-dialkylimidazolium salts yielding N-heterocyclic carbenes. Accordingly, in the case of 1,2,3-dialkylimidazolium salt ion pairs the stability of the H-bonded complex between the fulvene and the corresponding acid can be comparable to that of the ion pair in the presence of sufficiently basic anions, such as acetate. In the case of the pyridinium salts the nucleophilicity of the cation dominates over the acidity, and the formation of 1,2- or 1,4-dihydropyridine derivatives is preferred over proton transfer." @default.
- W2021133964 created "2016-06-24" @default.
- W2021133964 creator A5028449676 @default.
- W2021133964 creator A5040295033 @default.
- W2021133964 date "2011-01-01" @default.
- W2021133964 modified "2023-09-26" @default.
- W2021133964 title "Neutral species from “non-protic” N-heterocyclic ionic liquids" @default.
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- W2021133964 doi "https://doi.org/10.1039/c1ob00007a" @default.
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