6533b821fe1ef96bd127b8de

RESEARCH PRODUCT

Asymmetric hydrogenation of an α-unsaturated carboxylic acid catalyzed by intact chiral transition metal carbonyl clusters – diastereomeric control of enantioselectivity

Ebbe NordlanderAmrendra K. SinghIsa DoverbrattMichael G. RichmondYusuf TheibichArun K. RahaMatti HaukkaAhmed F. Abdel-magiedAhibur Rahaman

subject

chemistry.chemical_classificationkarboksyylihapotCarboxylic acidAsymmetric hydrogenationDiastereomerTiglic acidasymmetric hydrogenationMedicinal chemistryCatalysisInorganic Chemistrychemistry.chemical_compoundchemistryFerroceneTransition metalkatalyysicarboxylic acid

description

Twenty clusters of the general formula [(μ-H)2Ru3(μ3-S)(CO)7(μ-P–P*)] (P–P* = chiral diphosphine of the ferrocene-based Walphos or Josiphos families) have been synthesised and characterised. The clusters have been tested as catalysts for asymmetric hydrogenation of tiglic acid [trans-2-methyl-2-butenoic acid]. The observed enantioselectivities and conversion rates strongly support catalysis by intact Ru3 clusters. A catalytic mechanism involving an active Ru3 catalyst generated by CO loss from [(μ-H)2Ru3(μ3-S)(CO)7(μ-P–P*)] has been investigated by DFT calculations. peerReviewed

https://doi.org/10.1039/c9dt04799a