Synthesis, characterization and theoretical study of a new asymmetrical tripodal amine containing morpholine moiety

Arabian Journal of Chemistry

Laura Valencia¹  Majid Rezaeivala²  Seik Weng Ng³  Sadegh Salehzadeh⁴  Hassan Keypour⁴ 

[1] Departamento de Quımica Inorganica, Facultad de Quımica, Universidad de Vigo, 36310 Vigo, Pontevedra, Spain;Department of Chemical Engineering, Hamedan University of Technology, Hamedan 65155, Iran;Department of Chemistry,University of Malaya, 50603 Kuala Lumpur, Malaysia;Faculty of Chemistry, Bu-Ali Sina University, Hamedan 65174, Iran;

关键词: Morpholine moiety;    Tripodal amine;    1H and 13C NMR spectroscopy;    X-ray crystal structure;    Theoretical study;   

DOI  :  10.1016/j.arabjc.2012.04.024

来源: DOAJ

【 摘 要 】

A new asymmetrical tripodal amine, [H3L2]Br3 containing morpholine moiety was prepared from reacting of one equivalent of N-(3-aminopropyl)morpholine and two equivalents of tosylaziridine, followed by detosylation with HBr/CH3COOH. The products were characterized by various spectroscopic methods such as FAB-MS, elemental analysis, 1H and 13C NMR spectroscopy. The crystal structure of the hydrobromide salt of the latter amine, [H3L2]Br3, was also determined. For triprotonated form of the ligand L2 we can consider several microspecies and/or conformers. A theoretical study at B3LYP/6-31G∗∗ level of theory showed that the characterized microspecies is the most stable microspecies for the triprotonated form of the ligand. It was shown that the experimental NMR data for [H3L2]Br3 in solution have good correlation with the corresponding calculated data for the most stable microspecies of [H3L2]3+ in the gas phase.

【 授权许可】

Unknown