Chiral phospholene and phospholane chalcogenides: Stereochemistry and chiral recognition by multinuclear NMR spectroscopy of their Rh 2 [( R )‐MTPA] 4 adducts

Full NMR spectral assignments of the phospholene chalcogenides 1–12 are presented and their stereochemistry proven. The enantiomeric ratio of any of these compounds can be monitored easily by adding one mole equivalent of the chiral auxiliary Rh 2 [( R )‐MTPA] 4 (MTPA‐H ≡ Mosher's acid) and sub...

Full description

Saved in:
Bibliographic Details
Published in:Chirality (New York, N.Y.) N.Y.), 2003-01, Vol.15 (5), p.391-399
Main Authors: Magiera, Damian, Moeller, Stefan, Drzazga, Zbigniew, Pakulski, Zbigniew, Pietrusiewicz, K. Michal, Duddeck, Helmut
Format: Article
Language:English
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Full NMR spectral assignments of the phospholene chalcogenides 1–12 are presented and their stereochemistry proven. The enantiomeric ratio of any of these compounds can be monitored easily by adding one mole equivalent of the chiral auxiliary Rh 2 [( R )‐MTPA] 4 (MTPA‐H ≡ Mosher's acid) and subsequent NMR inspection. Some surprisingly large diastereomeric signal dispersion is observed in the 1 H NMR spectra of the adducts, leading to the conclusion that intramolecular anisotropy interaction between groups inside the ligand molecules exists. The dependence of dispersion effects on the nature of the chalcogenide atom is investigated. Chirality 15:391–399, 2003. © 2003 Wiley‐Liss, Inc.
ISSN:0899-0042
1520-636X
DOI:10.1002/chir.10223