A novel type of catalysts for the asymmetric C-C bond formation based on chiral stereochemically inert cationic Co-III complexes

Yu. N. Belokon*, V. A. Larionov, A. F. Mkrtchyan, V. N. Khrustalev, A. Nijland, A. S. Saghyan, I. A. Godovikov, A. S. Peregudov, K. K. Babievsky, N. S. Ikonnikov, V. I. Maleev

*Corresponding author for this work

Research output: Contribution to journalArticleAcademicpeer-review

6 Citations (Scopus)

Abstract

Schiff bases derived from (1R,2R)-1,2-diaminocyclohexane and 1 eq. of salycylic (or substituted salycylic) aldehyde form stereochemically inert positively charged chiral octahedral Co (iii) complexes of Delta-configuration with the stereoselectivity approaching 100%. To evaluate the calatylic activity and stereoinduction of the resulting complexes with various counteranions in the outer sphere, a model reaction of trimethylsilyl cyanide addition to benzaldehyde was used. O-trimethylsilylmandelonitrile formed in the process had an enantiomeric purity up to 27%. Complexes with F- counterion showed high catalytic activity.

Original languageEnglish
Pages (from-to)2252-2260
Number of pages9
JournalRussian chemical bulletin
Volume61
Issue number12
DOIs
Publication statusPublished - Dec-2012

Keywords

  • asymmetric catalysis
  • metal complex catalysis
  • reaction of the trimethylsilyl-cyanation of aldehydes
  • ACIDS

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