Please login first
Synthesis and Characterization of Multifunctional Chiral Schiff Base Derivatives
, *
1  Ege University, Faculty of Science, Department of Chemistry, 35100, Bornova, Izmir-TURKEY

Abstract: The ring-opening of epoxides with different nucleophiles is an important strategy for the formation of 1,2-bifunctionalized building blocks. A wide variety of nucleophiles such as alcohols, phenols and carboxylic acids have been utilized in this reaction. Oxygen nucleophiles are among the most important ones as they lead to pharmaceutically important Þ-alkoxy and Þ-aryloxy alcohols.1 Recently, we reported the first ring-opening of epichlorohydrin with salicylaldehyde derivatives in the presence of Jacobsen\' s Co(III)salen catalyst.2 The final ring-opened product is a multifunctional aldehyde containing a stereocenter in addition to the alkyl halide and alcohol functional groups. In this study, we report the preparation of multifunctional chiral Schiff base ligands by the condesation of 4-(3-chloro-2-hydroxypropoxy)-2-hydroxybenzaldehyde with primary amines (2-aminophenol and 2-amino-2-methyl-1-propanol). The ligands have been characterized by elemental analysis, IR, 1H and 13C NMR spectroscopies. References 1. J. M. Ready, E. N. Jacobsen, J. Am. Chem. Soc., 1999, 121, 6086. 2. L. Karadeniz, G. Koz, K. Aydin, S. T. Astley, Turkish Journal of Chemistry, 2010, 34, 711.
Keywords: Schiff base, mutifunctional ligand, ring-opening of epoxides