Influence of relative configuration of disubstituted cyclopentanes and -hexanes on 13C shifts

Magn Reson Chem. 2008 Sep;46(9):865-71. doi: 10.1002/mrc.2261.

Abstract

(13)C shifts of disubstituted cyclopentane and cyclohexane derivatives were compared in dependence on the relative configuration of the two substituents. A diequatorial substitution correlates with deshielding compared to other substitution patterns. Some novel fluorinated cyclopentanes and -hexanes including their DFT calculation-assisted structure elucidation are described.

MeSH terms

  • Carbon Isotopes
  • Computer Simulation
  • Cyclohexanes / chemical synthesis
  • Cyclohexanes / chemistry*
  • Cyclopentanes / chemical synthesis
  • Cyclopentanes / chemistry*
  • Magnetic Resonance Spectroscopy / methods*
  • Magnetic Resonance Spectroscopy / standards*
  • Models, Chemical
  • Molecular Structure
  • Reference Standards
  • Stereoisomerism

Substances

  • Carbon Isotopes
  • Cyclohexanes
  • Cyclopentanes