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Keywords:

  • 4-thiaflavane;
  • antioxidants;
  • cycloaddition;
  • sulfur heterocycles;
  • tocopherols
Thumbnail image of graphical abstract

A new family of phenolic antioxidants in which the reactive phenolic group is ortho to the sulfur atom of a 4-thiaflavane moiety has been prepared. The rate constants for the reaction with peroxyl radicals measured for these compounds, as well as the bond dissociation energies of the ArO[BOND]H bond, are very similar to those measured for α-tocopherol, the main component of vitamin E. In their Full Paper on page 12396 ff., S. Menichetti, R. Amorati et al. describe how the stereoelectronic features triggered by the sulfur atom have been exploited to design this new class of compounds.