Synthesis of A Novel Chiral Dimeric Salen Ligand

Sun Yang, Tang Ning^*
(College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000)

Abstract This paper reports the synthesis and characterization of a novel chiral dimeric Salen ligand 5,5-metheylene di-[(R,R)-{N-(3-tert-butyl salicylidine)-N'-(3',5'-di-tert-butyl salicylidene)}-1,2-diphenyleth-ylenediamine]) which using phenol and 2-tert-butylphenol as starting materials. In the procedure of the ortho-formylation of 2-tert-butylphenol, we first employ a method which substituter triethylamine for hexamethylphosphoramide in a highly ortho regioselective formation with a good yield. Furthermore, a new method is established to synthesize N-(2-hydroxy-3,5-di-tert-butylbenzaldehyde)-(1R,2R)-1,2-diphenyl-ethylenediamine.
Key words Chiral, Dimeric Salen, Triethylamine, Synthesis