2015
Synthesis and Sructural Studies of amino amides salts derived from 2-(aminomethyl)benzimidazole and ?-amino acids. Concepción Avila-Montiel, Antonio R. Tapia-Benavides, Martha Falcón-León, Armando Ariza-Castolo, Hugo Tlahuext*, Margarita Tlahuextl*. Journal of Molecular Structure 1100 (2015) 338-347. ISSN: 0022-2860. ISSN: 1872-8014. IDS: CX0BJ. DOI: 10.1016/j.molstruc.2015.07.072
Abstract
2-{[(Ammoniumacetyl)amino]methyl}-1H-benzimidazol-3-ium dichloride 4, 2-{[(2-ammoniumpropanoyl)amino]methyl}-1H-benzimidazol-3-ium dichloride 5, and 2-{[(2-ammonium-3-phenylpropanoyl)amino]methyl}-1H-benzimidazol-3-ium dichloride 6 amino amides were synthesized via condensation of 2AMBZ dihydrochloride with the corresponding amino acid. Compounds 7?12 were obtained by replacing chloride ions (in salts 4?6) with nitrate or tetrachlorozincate ions. The results of X-ray diffraction crystallographic studies indicated that the geometries, charges and sizes of the anions are essential for the formation of the strong hydrogen bond interactions of compounds 4, 5, 9?12. Moreover, in most cases, the presence of water and solvent molecules stabilizes the supramolecular structures of these compounds. Nuclear magnetic resonance (NMR) and infrared (IR) spectroscopy indicated that the presence of chloride or tetrachlorozincate anions increases the acidity of the benzimidazolic and amide groups more significantly than the presence of nitrate anions. However, Quantum Theory of Atoms in Molecules (QTAIM) computations of the crystal structures demonstrate that amino amides interact more strongly with NO3? than with Cl? and ZnCl42? anions; this difference explains the spectroscopic results.
Diastereoselective alkylation of chiral glycinate derivatives containing the a-phenylethyl group.
Synthesis and structural studies of new N-(p-toluenesulfonyl)amino acid o-phenolamides
Three-center intramolecular hydrogen bonding in oxamide derivatives. NMR and X-ray diffraction study
Acid-base equilibrium studies of 2-(aminomethyl)benzimidazolein aqueous solution
Do Spiroarsoranes Exhibit Polytopal Equilibrium in Solution?
SYNTHESIS OF NOVEL DINUCLEAR COMPLEXES OF Fe(O) DERIVED FROM 1,2-DICARBONYLIC MONOHYDRAZONES