Unusual base dependent enantioselectivity in a transfer hydrogenation using axially chiral Ir(III)-catalysts

New bidentate monosulfonated diamines, with an axially chiral biaryl backbone in combination with different Ir(III) complexes, were investigated in the catalytic transfer hydrogenation of acetophenone under i-PrOH/ i-PrOK conditions. The resulting catalysts showed a strong, unexpected, and unusual b...

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Bibliographic Details
Published in:Tetrahedron: asymmetry 2005-12, Vol.16 (24), p.3947-3950
Main Authors: Furegati, Markus, Rippert, Andreas J.
Format: Article
Language:English
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Summary:New bidentate monosulfonated diamines, with an axially chiral biaryl backbone in combination with different Ir(III) complexes, were investigated in the catalytic transfer hydrogenation of acetophenone under i-PrOH/ i-PrOK conditions. The resulting catalysts showed a strong, unexpected, and unusual base dependent enantioselectivity. Less base than chiral catalyst resulted in an ( R)-configured secondary alcohol, excess of base in the ( S)-enantiomer, using ( P)-configured ligands.
ISSN:0957-4166
1362-511X
DOI:10.1016/j.tetasy.2005.11.002