Abstract

New chiral Schiff base ligands derived from tert-butyl salicylaldehydes bearing electron withdrawing and donating groups were synthesized by reaction with various substituted chiral amino alcohols. These ligands were used with titanium tetraisopropoxide to study steric and electronic effects on the enantioselectivity of the trimethylsilylcyanation of benzaldehyde. ZINDO calculations are in agreement with the experimental results on the intermediate complexes, which indicate that the steric effects of the substituents are more important than the electronic ones.

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