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

Abstract

Herein we report the synthesis of two new organic compounds, diisobutyl- and diisopentyl N,N′-methylene-(S,S)-ethylenediamine-N,N′-di-2-(3-cyclohexyl)propanoate. A one-pot procedure was carried out by adding the reducing agent and carbonyl compound into the methanol solution of the parent compounds (iso-butyl and iso-pentyl esters of (S,S)-ethylenediamine-N,N′-di-2-(3-cyclohexyl)propanoic acid) in appropriate stoichiometric ratios. The compounds were fully characterized by infrared, ESI-MS, 1D (1H, 13C) and 2D (COSY, HSQC, HMBC) NMR spectroscopy and elemental analysis. The spectral data confirm the presence of -CH2- group introduced between nitrogen atoms of the ethylenediamine moiety revealing neutral form of potential bidentate ligand. [Projekat Ministarstva nauke Republike Srbije, br. 172035. The authors also acknowledge the support of the FP7 RegPot project FCUB ERA GA No. 256716. The EC does not share responsibility for the content of the article]

Keywords

• cyclohexyl derivatives
• ethylenediamine
• amine ligands
• potential drugs