title: Spectroscopic studies and PM5 semiempirical calculations of new Schiff bases of gossypol with polyoxaalkylamines.
abstract: Three Schiff bases of racemic gossypol with polyoxaalkylamines were synthesized and studied by FTIR and (1)H-NMR spectroscopy, and their structures were calculated by the PM5 semiempirical method. These Schiff bases exist in the solid state and in solutions as enamine forms. An increasing length of the polyoxaalkyl chain causes the increase of the interaction of the oxygen atoms of this chain with the OH groups in the 6,6' positions. This interaction is very well evidenced in the FTIR and (1)H-NMR spectra. The structures of the Schiff bases and the hydrogen bonds within these structures are discussed.
authors.affiliation: Department of Chemistry, A. Mickiewicz University, Grunwaldzka 6, 60-780 Poznan, Poland.
authors.forename: Piotr
authors.initials: P
authors.lastname: Przybylski
authors.forename: Franz
authors.initials: F
authors.lastname: Bartl
authors.forename: Bogumil
authors.initials: B
authors.lastname: Brzezinski
mesh_terms: D000478:Alkylation; D000588:Amines / Q000737:chemistry*; D006072:Gossypol / Q000737:chemistry*; D006860:Hydrogen Bonding; D009682:Magnetic Resonance Spectroscopy; D008432:Mathematical Computing; D008958:Models, Molecular; D012545:Schiff Bases / Q000138:chemical synthesis / Q000737:chemistry; D017550:Spectroscopy, Fourier Transform Infrared; D013057:Spectrum Analysis; D013237:Stereoisomerism; D013816:Thermodynamics
chemical_list: D000588:Amines; D012545:Schiff Bases; D006072:Gossypol