Structure of the products of condensation of hydroxylamine with trifluoromethyl-beta-diketones: assignments of the diastereotopic protons of the 4-methylene group in 5-hydroxy-5-trifluoromethyl-delta2-isoxazolines

Magn Reson Chem. 2005 Dec;43(12):1040-3. doi: 10.1002/mrc.1676.

Abstract

The combined use of 1H NMR spectroscopy with theoretical calculations of chemical shifts (GIAO) and coupling constants (B3LYP/6-311 ++G**) of a 5-hydroxy-5-trifluoromethyl-Delta2-isoxazoline has enabled solving the problem of the assignments of the diastereotopic protons in this compound. This result has been extended to 5-hydroxy-5-trifluoromethyl-Delta2-pyrazolines and the corresponding 5-trichloromethyl derivatives.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Fluorine / chemistry*
  • Hydrogen / chemistry*
  • Hydroxylamine / chemistry*
  • Isoxazoles / chemistry*
  • Ketones / chemistry*
  • Magnetic Resonance Spectroscopy
  • Methylation
  • Molecular Structure
  • Protons

Substances

  • Isoxazoles
  • Ketones
  • Protons
  • Fluorine
  • Hydroxylamine
  • Hydrogen