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 Coiii complexes of Δ-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.
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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 12, pp. 2231–2239, December, 2012.
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Belokon, Y.N., Larionov, V.A., Mkrtchyan, A.F. et al. A novel type of catalysts for the asymmetric C-C bond formation based on chiral stereochemically inert cationic Coiii complexes. Russ Chem Bull 61, 2252–2260 (2012). https://doi.org/10.1007/s11172-012-0320-2
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DOI: https://doi.org/10.1007/s11172-012-0320-2