Abstract
A systematic investigation of the influence of substitution at positions C-2 and C-3 on the azulenone skeleton, based on NMR characterisation, is discussed with particular focus on the impact of the steric and electronic characteristics of substituents on the position of the norcaradiene-cycloheptatriene (NCD-CHT) equilibrium. Variable temperature (VT) NMR studies, undertaken to enable the resolution of signals for the equilibrating valence tautomers revealed, in addition, interesting shifts in the equilibrium.
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CITATION STYLE
Bateman, L. M., McNamara, O. A., Buckley, N. R., O’Leary, P., Harrington, F., Kelly, N., … Maguire, A. R. (2015). A study of the norcaradiene-cycloheptatriene equilibrium in a series of azulenones by NMR spectroscopy; the impact of substitution on the position of equilibrium. Organic and Biomolecular Chemistry, 13(45), 11026–11038. https://doi.org/10.1039/c5ob01346a
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