Enantiomeric resolution and determination of the absolute configuration ofdibenzophosphole 5-oxides

Citation
E. Duran et al., Enantiomeric resolution and determination of the absolute configuration ofdibenzophosphole 5-oxides, TETRAHEDR-A, 12(14), 2001, pp. 1987-1997
Citations number
58
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
12
Issue
14
Year of publication
2001
Pages
1987 - 1997
Database
ISI
SICI code
0957-4166(20010814)12:14<1987:ERADOT>2.0.ZU;2-M
Abstract
The resolution of asymmetrically substituted dibenzophospholes via chromato graphic separation of their cyclopalladium derivatives is described for the first time. The absolute configuration of the phosphorus atom was determin ed by X-ray crystallographic analysis in one case. A general NMR criterion for the complete determination of the configuration of this group of produc ts is proposed. The enantiomeric excess of the resolved compounds was deter mined by NMR Eu(III) chemical displacement experiments and by HPLC using a chiral stationary phase. (C) 2001 Elsevier Science Ltd. All rights reserved .