Article

Russian Chemical Bulletin

, Volume 55, Issue 5, pp 821-827

First online:

Anionic chiral cobalt(III) complexes as catalysts of asymmetric synthesis of cyanohydrins

  • Yu. N. Belokon’Affiliated withA. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences
  • , V. I. MaleevAffiliated withA. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences
  • , I. L. Mal’fanovAffiliated withDepartment of Chemistry, Kaliningrad State University
  • , T. F. Savel’evaAffiliated withA. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences
  • , N. S. IkonnikovAffiliated withA. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences
  • , A. G. BulychevAffiliated withDepartment of Chemistry, Kaliningrad State University
  • , D. L. UsanovAffiliated withHigher Chemical College, Russian Academy of Sciences
  • , D. A. KataevAffiliated withHigher Chemical College, Russian Academy of Sciences
  • , M. NorthAffiliated withSchool of Natural Sciences, Bedson Building, University of Newcastle upon Tyne

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Abstract

Chiral coordinatively saturated cobalt(III) complexes with Schiff bases of enantio-pure amino acids are formed as Λ and Δ-isomers, which are not transformed into each other under normal conditions. These complexes catalyze the formation of enantiomerically enriched cyanohydrins from aldehydes and Me3SiCN under homo-and heterogeneous catalysis.

Key words

enantioselective phase transfer catalysis chiral cobalt(III) complexes cyanohydrins aldehydes trimethylsilyl cyanide amino acids salens