1H and 13C NMR assignments of all three isomeric o-fluoronaphthaldehydes and three o-fluorophenanthrene aldehydes

Magn Reson Chem. 2010 Jan;48(1):74-9. doi: 10.1002/mrc.2523.

Abstract

Three isomeric o-fluoronaphthaldehydes, 9-fluorophenanthrene, and three previously unreported o-fluorophenanthrene aldehydes were analyzed in detail by multiple NMR techniques to provide unambiguous assignment of structures and resonances. The six aldehydes serve as the key starting materials for novel chiral ligands used in highly enantioselective rhodium-catalyzed asymmetric hydrogenation reactions.

MeSH terms

  • Aldehydes / chemistry*
  • Carbon Isotopes
  • Fluorine / chemistry*
  • Hydrogen
  • Isomerism
  • Ligands
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Naphthalenes / chemistry*
  • Phenanthrenes / chemistry*

Substances

  • 1-fluoronaphthaldehyde
  • Aldehydes
  • Carbon Isotopes
  • Ligands
  • Naphthalenes
  • Phenanthrenes
  • Fluorine
  • phenanthrene
  • 1-naphthaldehyde
  • Hydrogen