Synthesis, spectroscopy and computational studies of selected hydroxyquinolines and their analogues.
Synthetic, spectroscopy and mechanistic aspects of preparation of selected hydroxyquinolines and their analogues or derivatives contained methoxy, fluoro, chloro, carboxylic, carbodithioic and phosphinate or dioxaphosphinane groups were elaborated. The multinuclear NMR and five single crystal X-ray characteristics of the series of quinolines have been determined. The molecular orbitals of the selected hydroxyquinolines have been calculated by density functional theory. The X-ray and NMR studies of 8-[(5,5-dimethyl-2-oxido-1,3,2-dioxaphosphinan-2-yl)oxy]-5,7-dibromo-2-methylquinoline and 8-[(5,5-dimethyl-2-oxido-1,3,2-dioxaphosphinan-2-yl)oxy]-5-fluoro-2-methylquinoline indicate the appearance of anomeric effect.
['Nycz|Jacek E|JE|', 'Szala|Marcin|M|', 'Malecki|Grzegorz J|GJ|', 'Nowak|Maria|M|', 'Kusz|Joachim|J|']
D003460:Crystallization D018360:Crystallography, X-Ray D006912:Hydroxyquinolines D009682:Magnetic Resonance Spectroscopy D008956:Models, Chemical D015394:Molecular Structure D055672:Static Electricity D014961:X-Ray Diffraction
Hydroxyquinoline Quinoline Anomeric effect Carboxylic acid Halogen Skraup–Doebner–Miller