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Borisov EV, Skorodumov EV, Pachevskaya VM, et al. Variable-temperature NMR study of the enol forms of benzoylacetones. Magn Reson Chem. 2005;43(12):992-8doi: 10.1002/mrc.1673.
Borisov, E. V., Skorodumov, E. V., Pachevskaya, V. M., & Hansen, P. E. (2005). Variable-temperature NMR study of the enol forms of benzoylacetones. Magnetic resonance in chemistry : MRC, 43(12), 992-8. https://doi.org/10.1002/mrc.1673
Borisov, Evgueni V, et al. "Variable-temperature NMR study of the enol forms of benzoylacetones." Magnetic resonance in chemistry : MRC vol. 43,12 (2005): 992-8. doi: https://doi.org/10.1002/mrc.1673
Borisov EV, Skorodumov EV, Pachevskaya VM, Hansen PE. Variable-temperature NMR study of the enol forms of benzoylacetones. Magn Reson Chem. 2005 Dec;43(12):992-8. doi: 10.1002/mrc.1673. PMID: 16142833.
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Magn Reson Chem. 2005 Dec;43(12):992-8. doi: 10.1002/mrc.1673.

Variable-temperature NMR study of the enol forms of benzoylacetones.

Magnetic resonance in chemistry : MRC

Evgueni V Borisov, Evgueni V Skorodumov, Valentina M Pachevskaya, Poul Erik Hansen

Affiliations

  1. Institute of Bio-organic Chemistry, National Academy of Sciences of Belarus, ul. Kuprevicha, 5/2, 220141, Minsk, Belarus.

PMID: 16142833 DOI: 10.1002/mrc.1673

Abstract

The enol forms of the beta-diketones, benzoylacetones, have been studied using long-range carbon-hydrogen couplings involving the chelate OH proton, O1H chemical shifts, 13C chemical shifts and deuterium isotope effects on 13C chemical shifts. Studies were done in the temperature range from 268 to 181 K. The compounds are shown to be tautomeric, in opposition to a more symmetrical, delocalised, close to one-potential well structure as found in the solid at very low temperature. The same is true for dibenzoylmethane. The isotope effects on chemical shifts are very sensitive gauges of structure in these almost symmetrical systems. Equilibrium constants are determined and related to other similar compounds.

Copyright (c) 2005 John Wiley & Sons, Ltd.

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