title: Synthesis, characterization, tautomerism and theoretical study of some new Schiff base derivatives.
abstract: New Schiff base derivatives were prepared by the condensation of 5-chloro and 5-bromo salicylaldehyde with bis(o-aminophenol)ethers. Five bis(o-nitrophenol)ether compounds were synthesized using some ditosylate, 1,3-dibromopropane and 1,4-dibromobuthane with o-nitrophenol. These compounds were reduced to bis(o-aminophenol)ethers. The products have been characterized by elemental analysis, FTIR, 1H, 13C NMR, HETCOR and HMBC spectroscopic techniques. The tautomerisms of all of the Schiff bases compounds were determined in DMSO, CHCl3, C2H5OH and C6H12 solvents and in both acidic and basic media using the UV-vis spectrophotometric method. The heat of formation (ΔHf), enthalpy (ΔH), entropy (ΔS), Gibbs free energy (ΔGf and ΔG), stable isomers, conformations and tautomers of the synthesized compounds are calculated using the MOPAC2009 (PM6) program.
authors.affiliation: Anadolu University, Faculty of Science, Chemistry Department, 26470 Eskişehir, Turkey.
authors.forename: Gülşen
authors.initials: G
authors.lastname: Türkoğlu
authors.forename: Halil
authors.initials: H
authors.lastname: Berber
authors.forename: Hakan
authors.initials: H
authors.lastname: Dal
authors.forename: Cemil
authors.initials: C
authors.lastname: Öğretir
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D000627:Aminophenols / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D008962:Models, Theoretical; D015394:Molecular Structure; D012545:Schiff Bases / Q000138:chemical synthesis*; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet; D017550:Spectroscopy, Fourier Transform Infrared
chemical_list: D000447:Aldehydes; D000627:Aminophenols; D012545:Schiff Bases; C013243:salicylaldehyde; C027667:2-aminophenol