Collect. Czech. Chem. Commun. 1986, 51, 1287-1292

Hydrogenation of methyl ester of Z-α-acetamidocinnamic acid catalysed by rhodium-phosphine carboxylates

Zuzana Zikanová, Věra Vaisarová and Jiří Hetflejš

Institute of Chemical Process Fundamentals, Czechoslovak Academy of Sciences, 165 02 Prague 6 - Suchdol


The title reaction has been studied using the in situ catalysts prepared from [Rh(COD)Cl]2, [Rh(COD)OOCCH3]2 or Rh(COD) (acac) and a series of mono- and diphosphines. The use of (+)-N-acetylphenylalanine as a chiral carboxylato ligand gave catalytic systems with low asymmetric efficiency ( optical yields from 5 to 10%). Kinetics of the hydrogenation catalysed by [Rh(COD)OOCCH3]2 + (C6H5)2P(CH2)4P(C6H5)2 or P(n-C4H9)3 (Rh : P mol.ratio = 1 : 2) is reported.