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Protonation of a xantphos-phosphole ligand: intramolecular trapping of a P-H phospholium salt

Authors :
Escalle, Aurelie
Le Goff, Xavier F.
Le Floch, Pascal
Source :
Journal of Organic Chemistry. Oct 2, 2009, Vol. 74 Issue 19, 7540-7543
Publication Year :
2009

Abstract

Protonation of a bidentate xantphos-phosphole ligand by [HBF.sub.4] to obtain only one enantiomer of a cyclic phospholium dihydropholene structure is reported. The results from DFT calculations demonstrated that protonation initially took place at the phosphorus atom of the phosphole moiety to obtain a transient P-H phospholium salt, which in turn protonated the C=C double bond of the second phosphole unit.

Details

Language :
English
ISSN :
00223263
Volume :
74
Issue :
19
Database :
Gale General OneFile
Journal :
Journal of Organic Chemistry
Publication Type :
Academic Journal
Accession number :
edsgcl.211616719