6533b855fe1ef96bd12b111b

RESEARCH PRODUCT

Asymmetric Hydrogenation of Nonfunctionalized Olefins in Propylene Carbonate—Kinetic or Thermodynamic Control?

Benjamin SchäffnerArmin BörnerSergey P. VerevkinJérôme BayardonWolfgang BaumannVladimir N. Emel’yanenko

subject

ChemistryGeneral Chemical EngineeringKineticsInorganic chemistryAsymmetric hydrogenationGeneral ChemistryKinetic energyIndustrial and Manufacturing EngineeringCatalysisSolventchemistry.chemical_compoundPropylene carbonateOrganic chemistryDichloromethane

description

Iridium-catalyzed hydrogenations of nonfunctionalized olefins in propylene carbonate as the solvent allow efficient catalysis with much higher enantioselectivities in comparison with dichloromethane which is usually employed for these reactions. Experimental and computational studies of the hydrogenation of 1-methylene-1,2,3,4-tetrahydronaphthalene have been performed to understand the limitation for this reaction.

https://doi.org/10.1021/ie200269q