1H, 13C and 31P NMR studies of the stereochemistry of chiral (4R, 6R)‐2‐substituted‐1,3,2‐dioxaphosphorinanes

G. Szalontai, J. Bakos, I. Tóth, B. Heil, I. Pelczer, P. Sohár

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Abstract

13C, 1H and 31P NMR investigations have been carried out to determine the ring stereochemistry and phosphorus configuration for four chiral (4R, 6R)‐2‐substituted‐1,3,2‐dioxaphosphorinane derivatives 1–4 (2‐substituent = Cl, Ph, OMe and O‐t‐Bu, respectively). 1H NMR spectra, double resonance, 2D‐J experiments and spin simulation proved the chair character of the ring. Depending on the position of R, two diastereomers may exist, but in most cases only one predominating form was detected. Dynamic processes were observed for 1 and 2. Saturation transfer experiments proved the existence of ring and/or phosphorus inversions.

Original languageEnglish
Pages (from-to)890-896
Number of pages7
JournalMagnetic Resonance in Chemistry
Volume24
Issue number10
DOIs
Publication statusPublished - 1986

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Keywords

  • C and P NMR spectra
  • H
  • 2D‐J experiments
  • chiral P‐substituted 1,3,2‐dioxaphosphorinanes
  • conformational analysis
  • double resonance
  • spin simulation

ASJC Scopus subject areas

  • Chemistry(all)
  • Materials Science(all)

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