0000000000373911
AUTHOR
Ajay K. Sah
Crystal structure of 4,6-O-ethylidene-N-(2-hydroxybenzylidene)-β-D-glucopyranosylamine
4,6-O-Ethylidene-N-(2-hydroxybenzylidene)-β-D-glucopyranosylamine was synthesized and characterized using analytical, spectral and single-crystal X-ray diffraction methods. The anomeric nature of the saccharide moiety was proposed based on 1H NMR studies and was confirmed by the crystal structure. The lattice structure of this compound was compared with that of its analogues.
Synthesis, characterization and the first crystal structure of the Zn(II) complex of 4,6-O-ethylidine-N-(2-hydroxybenzylidene)-β-D-glucopyranosylamine
4,6-O-Ethylidine-N-(2-hydroxybenzylidene)-β-D-glucopyranosylamine (H3L1) and N-(5-bromo-2-hydroxybenzylidene-4,6-O-ethylidine-β-D-glucopyranosylamine (H3L2) molecules possessing a–C-1–N=C(H)–moiety for metal-ion binding were synthesized by condensing the 4,6–O–ethylidene–β–D–glucopyranosylamine with salicylaldehyde or 5–bromosalicylaldehyde. Complexes of these ligands with Zn(II) were isolated and characterized using elemental analysis, FTIR, UV–Vis absorption, NMR spectroscopic and FAB mass spectrometric techniques. The structure of the Zn(II) complex derived from H3L1 was established for the first time by a single-crystal X-ray diffraction study. The anomeric nature of the saccharide moie…
First Crystallographic Investigation of Complexes of cis-VO2+, cis-MoO22+, and trans-UO22+ Species with Schiff-Base Molecules Derived from 4,6-O-Ethylidene-β-D-glucopyranosylamine
The interaction of Schiff-base ligands derived from 4,6-O-ethylidene-β-D-glucopyranosylamine with cis-VO 2 + , cis-MoO 2 2+ , and trans-UO 2 2+ species have been studied by isolating and characterizing the corresponding products. The structures of one complex of each type of species have been established by single-crystal X-ray diffraction analysis. In all the complexes, the saccharide moiety adopts a chair conformation and has a β-anomeric form. A gradual increase in coordination number (5, 6, and 7) and a gradual variation in the geometry (distorted trigonal-bipyramidal, distorted octahedral, and pentagonal-bipyramidal) are observed on going from the complexes of cis-VO 2 + (mononuclear) …
N-Glycosylamines of 4,6-O-ethylidene-alpha-D-glucopyranose: synthesis, characterisation and structure of CO2H, Cl and F ortho-substituted phenyl derivatives and metal ion complexes of the CO2H derivative
A saccharide based ligand suitable for metal binding (HLCOOH) has been synthesized using 4,6-O-ethylidene-alpha-D-glucopyranose (4,6-O-EGP) and anthranilic acid. A few analogous glycosylamines with chloro and fluoro ortho substitutions have also been synthesized and characterised. Complexes of HLCOOH with Na+, K+, Mg2+, Ca2+, Ba2+, Cd2+ and Hg2+ have been isolated and characterised fully. The crystal structures of 4,6-O-EGP, the chloro analogue of HLCOOH and the K+ complex of L-COOH are established. The anomeric nature, orientation of the binding core and the co-ordination aspects of K+ have been derived from these structures.
Synthesis, characterisation and crystal structures of Schiff bases from the reaction of 4,6-O-ethylidene-β-D-glucopyranosylamine with substituted salicylaldehydes
Multiple chemical modifications were carried out on D-glucose to result in the corresponding Schiff bases. Such modifications performed on D-glucose not only helped in increasing the solubility of the products in nonaqueous solvents, but also restricted the anomerisation of the saccharide moiety in solution. NMR study of the products revealed the presence of the β-anomeric form of the saccharide moiety in Me2SO solution. All the compounds were characterised by analytical and spectral methods. The literature is devoid of any crystal structures of saccharide–Schiff base combinations of the type reported in this paper. The crystal structures of these molecules exhibited a tridentate, ONO bindi…