Arene dioxides of substituted pyrenes: synthesis and X-ray structural studies

Carcinogenesis. 1999 Jan;20(1):147-52. doi: 10.1093/carcin/20.1.147.

Abstract

The arene dioxides of five 1-substituted pyrenes have been synthesized using dimethyldioxirane. The diasteroisomeric distribution of the dioxides has been determined. X-ray crystallographic structures of the dioxides have also been obtained. These structures show that for the cis dioxides the molecular structures show a departure from planarity, the extent of which is dependent on the substituent.

Publication types

  • Comparative Study
  • Research Support, U.S. Gov't, Non-P.H.S.
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Carcinogens / chemical synthesis*
  • Carcinogens / chemistry
  • Crystallography, X-Ray
  • Epoxy Compounds
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Pyrenes / chemical synthesis*
  • Pyrenes / chemistry
  • Stereoisomerism
  • Structure-Activity Relationship

Substances

  • Carcinogens
  • Epoxy Compounds
  • Pyrenes
  • dimethyldioxirane