Bazı azometin iminler ve azometin ilidlerin 1,3-dipolar halkasal katılma reaksiyonları

In this work, 1,3-dipolar cycloaddition reactions of three azomethine imines(betaines) and, three azomethine ylides, which are the new in the literature, to thedifferent dipolarophiles such as; dimethyl acetylene dicarboxylate, diethylacetylenedicarboxylate, vinyl acetate, diphenyl acetylene, phenylacetylene andvinylene carbonate are described. To our best knowledge of literature survey, six newazomethine ylide cycloadducts have been synthesized. Purification of the titlecompounds have been performed by means of preparative thin layer chromatographyand column chromatography on silica gel. Also much attention was focused on thetheoretical calculations of HOMO, LUMO energy levels of both azomethine ylidesand dipolarophiles. In addition, the probability of formation of azomethine ylidebased cycloadducts were discussed depending on the theoretical calculations. Thestructures of pyridinium ylide cycloadducts were elucidated by means of IR, NMRand physical characteristics (melting points and retardation factors).Keywords:1,3-Dipolar.cycloaddition.reactions,.azomethine.imine,azomethine ylide