Novel methylene bridged ethylenediamine-type ligands: synthesis and spectral characterization

Abstract

The synthesis of two new organic compounds, diisobutyl- and diisopentyl (S,S)-alpha(1),alpha(3)-bis(cyclohexylmethyl-1,3-imidazolidinediacetate is reported herein. The one-pot procedure was realized by the addition of the reducing agent and carbonyl compound into a methanolic solution of the parent compounds (isobutyl and isopentyl esters of (S,S)-alpha,alpha '-(1,2-ethanediyldiimino)bis[cyclohexanepropanoic acid] in appropriate stoichiometric ratios. The compounds were fully characterized by infrared, ESI-MS, 1D (H-1 and C-13) and 2D (COSY, HSQC and HMBC) NMR spectroscopy and elemental analysis. The spectral data confirmed the presence of the -CH2- group introduced between the nitrogen atoms of the ethylenediamine moiety, revealing a neutral form of the potential bidentate ligand.