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

The synthesis of two new organic compounds, diisobutyl- and diisopentyl (S,S)-a1,a3-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 (i...

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Published inJournal of the Serbian Chemical Society Vol. 79; no. 10; pp. 1199 - 1204
Main Authors Mihajlović-Lalić, Ljiljana E, Savić, Aleksandar, Brađan, Gabrijela, Sabo, Tibor J, Sanja Grgurić-Šipka#
Format Journal Article
LanguageEnglish
Published Belgrade Journal of the Serbian Chemical Society 01.01.2014
Serbian Chemical Society
Subjects
amine ligands
Carbonyls
cyclohexyl derivatives
Esters
Ethylenediamine
Nitrogen atoms
NMR
NMR spectroscopy
Nuclear magnetic resonance
Organic compounds
potential drugs
Reagents
Synthesis
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Summary:The synthesis of two new organic compounds, diisobutyl- and diisopentyl (S,S)-a1,a3-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)-a,a¢-(1,2-ethanediyldiimino)bis[cyclohexanepropanoic acid] in appropriate stoichiometric ratios. The compounds were fully characterized by infrared, ESI-MS, 1D (1H and 13C) 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.
ISSN:0352-5139
1820-7421
DOI:10.2298/JSC140212042M