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Monatshefte für Chemie / Chemical Monthly

, Volume 111, Issue 1, pp 275–287 | Cite as

Hydrierung prochiraler Olefine mit Rhodium-Komplexen von optisch aktiven Amidinen

Asymmetrische Katalysen, 4. Mitt.
  • Henri Brunner
  • Giuseppe Agrifoglio
Organic Chemistry and Biochemistry

Hydrogenation of prochiral olefins with rhodium complexes of optically active amidines

Abstract

[RhCl(C8H14)2]2 together with the optically active amidines C6H5C(=NR)NHCH(CH3) (C6H5) I–V or their Li derivatives after activation with molecular hydrogen gives catalysts which at room temperature and 1.1 bar H2-pressure hydrogenate the prochiral substrates (Z)-α[N-acetylamino]-cinnamic acid, itaconic acid, α-methylcinnamic acid, α-methylcinnamic aldehyde, and α-methylcinnamic alcohol as well as cyclohexene, benzene and toluene. Good hydrogenation activity of the new catalysts is in contrast to low optical induction which only in the hydrogenation of α-methylcinnamic alcohol with 1.5 to 2% leads to values different from zero.

Keywords

Catalytic asymmetric hydrogenation Optical induction Rh/amidine complexes 

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Copyright information

© Springer-Verlag 1980

Authors and Affiliations

  • Henri Brunner
    • 1
  • Giuseppe Agrifoglio
    • 1
  1. 1.Institut für ChemieUniversität RegensburgRegensburgBundesrepublik Deutschland

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