Enantiodifferentiation by 1H and 13C NMR spectroscopy (dirhodium method) - Selectivity of oxygen functionalities

Edison Díaz Gómez, Sándor Antus, Renáta Ferenczi, Barbara Rys, Anna Stankiewicz, Helmut Duddecka

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

Chiral carbonyl compounds can easily be enantiodifferentiated by the dirhodium method. The rhodium atoms reveal a remarkable selectivity in binding to oxygen atoms, which is of great advantage for discriminating chiral polyoxygenated natural products. Amides are the strongest ligands followed by ketones and esters; ethers and alcohols/phenols are even less effective. This sequence is rationalized by electronic charges at the oxygen atoms, as obtained from density functional calculations.

Original languageEnglish
Pages (from-to)339-343
Number of pages5
JournalNatural product communications
Volume3
Issue number3
Publication statusPublished - Dec 1 2008

    Fingerprint

Keywords

  • Adduct formation
  • Chiral recognition
  • Density functional calculations
  • Dirhodium complexes
  • H and C NMR

ASJC Scopus subject areas

  • Pharmacology
  • Plant Science
  • Drug Discovery
  • Complementary and alternative medicine

Cite this