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Secondary phosphine oxides: tautomerism and chiral recognition monitored by multinuclear NMR spectroscopy of their Rh2[(R)-MTPA]4 adducts
Authors:Magiera Damian  Szmigielska Anna  Pietrusiewicz K Michal  Duddeck Helmut
Institution:Universit?t Hannover, Institut für Organische Chemie, Hannover, Germany.
Abstract:Six secondary phosphine oxides and their tautomeric equilibria as free ligands and in the presence of an equimolar amount of the chiral dirhodium complex Rh* are described and discussed. Discrimination of enantiomers is easily possible by inspecting the (31)P NMR resonances; some (1)H and (13)C NMR resonances are useful as well. H/D exchange of the acidic protons in the phosphine oxides takes place with acetone-d(6), the solvent additive, after some hours but does not obscure the chiral recognition experiment. (103)Rh,(31)P coupling constants are discussed briefly. Decomposition of ligand molecules in 1:1-Rh*-adducts occurs slowly but completely.
Keywords:secondary phosphine oxides  hydroxyphosphines  phosphinic acids  tautomerization  chiral recognition  chiral dirhodium complex  adducts  deuterium isotope effects  31P NMR  1H NMR  13C NMR  103Rh  31P coupling constants
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