Synthesis and Characterization of New Chiral Monoanionic [ON] Ancillary Phenolate Ligands

Abstract

Three new chiral monoanionic [ON] ancillary phenolate ligands with varying pendant arms have been synthesized in moderate to high yields (50%-85%) via Mannich-type condensation reaction of chiral substituted phenol, formaldehyde and (+)-bis-[(R)-1-phenylethyl]amine. These new organic compounds were fully characterized via nuclear magnetic resonance spectroscopy (1 H and 13 C) and elemental analysis. The newly synthesized ligands are suitable candidates for metalcatalyzed ring-opening of lactones and asymmetric catalysis.