Determination of the enantiomeric excess of chiral carboxylic acids by 31P NMR with phosphorylated derivatizing agents from C2-symmetrical diamines containing the (S)-alpha-phenylethyl group

Chirality. 2007 Jun;19(6):503-7. doi: 10.1002/chir.20406.

Abstract

The use of P(III) and P(V) organophosphorus derivatizing agents prepared from C(2) symmetrical (1R,2R)- and (1S,2S)-trans-N,N'-bis-[(S)-alpha-phenylethyl]-cyclohexane-1,2-diamines 1 and 2, as well as (1R,2R)- and (1S,2S)-trans-N,N'-bis-[(S)-alpha-phenylethyl]-4-cyclohexene-1,2-diamines 3 and 4 for the determination of enantiomeric composition of chiral carboxylic acids by (31)P NMR, is described.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carboxylic Acids / chemistry*
  • Chemistry Techniques, Analytical / methods*
  • Diamines / chemistry*
  • Magnetic Resonance Spectroscopy / methods*
  • Models, Chemical
  • Organophosphorus Compounds / chemistry
  • Phosphorus Isotopes / chemistry*
  • Phosphorylation
  • Reproducibility of Results
  • Stereoisomerism

Substances

  • Carboxylic Acids
  • Diamines
  • Organophosphorus Compounds
  • Phosphorus Isotopes