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NMR spectroscopic elucidation of the structure and stereochemistry of tricyclic 3-styrylpyrazolines
Authors:Tóth Gábor  Simon András  Jenei Attila  Jeko József  Lévai Albert
Institution:Department of Inorganic and Analytical Chemistry, Budapest University of Technology and Economics, Szent Gellért tér 4, H-1111 Budapest, Hungary. gabor.toth@mail.bme.hu
Abstract:Diastereomeric mixtures of tricyclic 3-styrylpyrazolines have been prepared by the reaction of 3-cynnamylidenechroman-4-ones and their 1-thio analogs with hydrazine in hot acetic acid or propionic acid solutions. The diastereomeric mixtures were separated by column chromatography to obtain the pure diastereomers. The elucidation of their structure and stereochemistry and complete (1)H and (13)C assignments have been performed by a combination of various one- and two-dimensional NMR experiments.
Keywords:3‐cinnamylidenechroman‐4‐ones  3‐cinnamylidene‐1‐thiochroman‐4‐ones  tricyclic 3‐styrylpyrazolines  1H NMR  13C NMR  stereochemistry  13C  1H coupling constants
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